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Lady In The House - Reprise

PantyhosePrincess on Transgender Stories


Lady in the House – Reprise

By

Michele Nylons

Introduction

For those of you reading this story who have not read the previous ten instalments of ‘Lady In The House’, I suggest you find the stories and read them first before you continue. For those of you who have read the previous instalments, I have decided that the story conception is too good not to explore it further. I know that some of you were not satisfied with the ending; and to tell the truth, after ref

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lection, neither was I. So I have reprised the story and I hope this effort is as good as my previous attempts at physically forced transvestite sex. There you have been warned, or hopefully titillated into proceeding.

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The Reprise

My name is Mike and I am standing outside my cell in G Block of the Chelmsford Correction Facility for Men. I am in my late forties and have had a very successful career as a highly paid accountant and money manager. This Facility is not new to me. I have served time here as an inmate previously. I was convicted of aggravated manslaughter for killing a young girl whilst drunk behind the wheel of an expensive car. I served my time and was released on bail after five years. What is unusual is that for most of my time in Chelmsford I lived a dual life. I was Mike the accountant and confidant of Eddie McManus who had me transformed into Michele, a transvestite prostitute who was forced to service other inmates and prison officials in the notorious E Block, kicking up my earnings to Eddie.

I was rescued, if you can call it that, by an inmate called Davey who kept me as his willing concubine for the remainder of my prison term. This might seem like a strange arrangement, but when the price of your life is servitude as the transvestite ‘wife’ of a prison inmate or constant violation by prison thugs, then you make take the path of least resistance and pain.

For the last ten years I have been seeing a psychiatrist who convinced me this was the case. After being released from prison I sought physiological counselling to deal with what had happened to me in Chelmsford. My psychiatrist and I worked together trying to mend the abuse, both physical and mental, that I had undergone during my prison term. We agreed that I had succumbed to the world of transvestism as a means of survival whilst I was in prison. That I was in fact a heterosexual male forced to do what I did only because I had no choice.

I have not dressed as a woman for over ten years. I did have urges to transform into Michele on occasion during my first few years of release, but I overcame them. I rebuilt my life, moved to a new city, and started my career over. I became successful and made lots of money. I reinvented myself and reacquired all the trappings of success. Big house, big car, big bank account and lots of beautiful women. I got too greedy. A year ago it became obvious to me that I was in too deep in some shady real estate deals involving the misappropriation of government funds.

I cut a deal with the investigative body that was breathing down my neck. I gave up everyone else involved in my shady scheme for a one year sentence in a low security prison. I would do easy time with white-collar crims. Colour TV, gymnasium, single cell, conjugal visits; it would be a walk in park. It all went to shit when they found out about my previous conviction; "sorry Mike but the deal’s off; the best we can do is two years hard time," they said. I took it. Then I found out that my hard time would be done in Chelmsford and the nightmares returned.

When I was driven into Chelmsford Prison eight months ago I was fifteen kilos overweight with a scruffy grey flecked beard and long greasy hair. I had deliberately let myself go so that I would not attract the attention of the predators that I knew lurked within the walls of this shit-hole; particularly the predators of cell block E; particularly Eddie McManus and his crew.

I kept a low profile but made extensive inquiries as to what was going on inside Chelmsford. I was relieved to be assigned to G block; there was no one on G block who had been there long enough to remember me. I was even more relieved to hear that Eddie had died over two years ago and that his empire no longer existed. E Block was now condemned and was boarded up, awaiting demolition. The corrupt and perverted Warden had been replaced and the whole prison had undergone radical reform. I tentatively inquired about transvestite prostitution in the prison and was greeted by bellows of laughter and disbelief. Sure, there were rumours that such things had happened in the dim deep past, but no one really believed them. How could an inmate, even an inmate as infamous as Eddie McManus, operate a string of transvestite prostitutes inside a maximum security prison!

I eventually relaxed and decided to do easy time. I volunteered to assist in the prison education scheme, training inmates in the basics of bookkeeping and accountancy. I went to the gym every day and slimmed myself down, I shaved my beard and started looking after myself. I kept myself to myself outside of the classrooms and cafeteria meal times. I was a model prisoner, quiet, well behaved and compliant. I was stupid! I became complacent. I paid the penalty. And so eight months later I returned to my cell to find my few belongings packed up in a cardboard box and a surly prison officer standing at the door thrusting a piece of paper at me. I took the document and read it. It was an order transferring me to F Block. F Block was where the worst criminals were housed, murderers, rapists and perverts.

"Why," I asked, my voice trembling.

"Well it would appear the Governor’s brother has just been indicted for fraudulently using government funds," the guard answered.

"And it would appear that your testimony was crucial to the inditement. Suck’s to be you hey Mikey; no more easy time. F Block ain’t what it used to be in the old days they say; but it ain’t a walk in the park either," he sniggered.

"And it’s right next door to E Block; you know all about E Block don’t you?" the guard went on.

"What are you talking about; E Block’s condemned," I stammered.

"Never mind, I’m just fucking with your mind; pick up your shit and let’s go," he ordered.

I settled into my cramped and mouldy cell in F Block. The single cells here were old brick and tile with full-length solid steel doors with a peep hole at eye level and a trap at the bottom to pass food trays and reading matter through during locked downs. I again settled down into the routine of head counts, meals, showers, sleep, more head counts and boredom. No extra curricular activities here; just hard time. Three times a week we were allowed out into the exercise yard. I kept to myself and watched the passing parade of quiet withdrawn men doing hard time. Often there was violence; fights over who knew what, but I stayed away and made no friends.

After another three months in F Block I was nearly a year into my stretch and dreaming of release or maybe even probation. Then one day my door was thrown open and a guard yelled at me.

"Come on out lazy bones; work detail!"

"Work detail. I thought we didn’t get the privilege of work on F Block?" I asked.

"You ain’t workin’ on F Block smart-arse; you’re workin’ on E Block!" he replied sarcastically.

"New Guv’ner that’s taken over; want’s that shit-hole knocked down. But first he want’s anything of value stripped out of it. You and a few other short timers will be spending your time removing all the plumbing, pipe-work and electrical wiring. Anything that’s worth a bob is coming out. So get fucking moving," he scowled.

As I walked over to E Block I felt a sense of foreboding; all of my fears returned. I concentrated on what I had learned in therapy and rationalised the situation. Eddie McManus was dead, E Block was deserted; I will be there with a work detail supervised by prison guards. There are only the ghosts of the past in E Block of Chelmsford Prison. I remembered the ghosts as the work detail clambered through the iron gate set into the fence surrounding the dark hulking building. A sign in large red lettering hung above the gate: ‘No Entry – Condemned,’ it read.

The ghosts marched across my mind: ‘Iron Bar’ Steve who was Eddie’s enforcer; Carmel the make-over artist who had turned me into Michele; and her chubby friend Charlotte who had worked alongside me in the transvestite brothel. I actually had a fleeting fond remembrance of Mabel; the old transvestite ‘house keeper’ who kept our ‘work rooms’ clean, our makeup topped up, and who took our feminine apparel to be clean and pressed. Then I remembered the string of brutal men who had used me and any fond remembrances disappeared in a cloud of bitterness. Those bastards had degraded me; forced me into a life of transvestite prostitution. I had endured it and survived. Anyway they were only memories; E Block was dead and empty; fuck the ghosts!

Inside E Block was dark, cold, damp and deadly quiet. The guard led us into the old cafeteria where an assortment of rusty tools lay in a pile. The other inmates didn’t even bother picking up any of the old tools, they moved off in groups to already assigned workplaces. I stood there pale and shivering until the guard turned to me.

"You get to start ripping the fittings out of the bathroom," the surly guard grunted and pointed at me.

I was still shivering when I forced myself to respond.

"Can I work somewhere else; what about the guards offices, I can rip out the wiring. Copper wiring is worth a lot of money." I asked.

"Fuck off! What do you think this is; a fucking holiday? Get those fucking tools and get your arse down to the communal bathroom. I’ve been told you know the way," he sniggered.

What did that mean? I was starting to panic. The fear returning, knowing I was going back to the place where my nightmare on E Block had begun.

"What do you mean you’ve been told I know the way?" I snapped at the guard.

"Get fucking going or you’ll feel my fucking boot in yer arse," he growled

I picked up a wrench and crow bar and skulked off to the bathroom.

The bathroom was a large white tiled communal shower and bath area. I looked at the big old bath where Carmel had shaved and scrubbed me before she transformed me into a transvestite for the first time. The ten sinks, over which Eddie had illegally replaced the stainless steel with glass mirrors, were still there. The sinks were rusty and most of the mirrors broken, the shards of glass removed so that inmates couldn’t use them as weapons I supposed. I shivered again and went and stood in front of one of the two remaining mirrors. It was covered in grime and years of dust. I rubbed at the mirror and created a swath of clear glass that reflected my own face back at me.

I was ten years older than the last time I had looked in this mirror. My face was now thinner if anything, and there were flecks of grey in my hair but despite letting myself go before I came back to Chelmsford, the months of gymnasium training and ten years of professional health treatments prior to my incarceration kept me looking pretty good. For a guy in his forties I looked pretty good, I grinned to myself.

The grin froze on my face and then turned into a silent scream. Another face was reflected in the mirror. It was Iron-Bar Steve; grinning his hateful smirk which I had hoped never to see again.

"Hello Mike; or should I say Michele?" he sneered.

I turned around shocked. Steve was ten years older but just as menacing. He was tall and rangy and his grey hair was pulled back into a ponytail. He wore prison issue jeans but he was also wearing none-issue polished black ‘biker boots’ and an Hawaiian shirt, open to the throat where a gold chain and locket was visible.

"What the fuck……who……….what the fuck are you doing here?" I stammered.

I just stared into his face dumbfounded.

"Eddies dead; long gone, and I took his place," he said

"I run Chelmsford now. Every fucking thing that makes a buck in this shit-hole is run by me; and I’m always looking for a way to make more," he went on.

I looked at him perplexed, not knowing what to do or say. And then I nearly fainted; from behind the mirrored wall I heard the distinct sound of high-heels clicking on floor tiles. From around the corner of the sink units walked Carmel.

"Well hi honey," she cooed, "Welcome back. You ready to go to work?"

Carmel was wearing a grey suit, the skirt just above her knees, she wore her jacket over a white silk blouse; the outfit complete with tan hosiery and black high-heeled court shoes. Her makeup was heavy but professional and she wore a jet-black wig of shoulder length hair. Gold jewellery glittered in her ears, at her throat and on her fingers. She looked like a gaudy, over-madeup, secretary or hostess.

I turned and tried to run but Steve grabbed me and pulled me back. He slammed me against the sink bench and I collapsed winded. He picked me up and slammed me against the bench again and this time I passed out.

When I woke up I was tied to a chair, still inside the E Block bathroom. Steve was standing in front of me; Carmel stood off to one side smoking a cigarette.

"So as I was saying," Steve went on as if nothing had happened, "I’m back into the girl for hire business."

"The new warden had a change of heart. We’re running Chelmsford like it used to be run in the good old days; like, you know, about ten tears ago?"

"It’s hard to believe it’s been ten years," he sighed, "so many changes."

"So anyway; I decided to reopen the E Block brothel. I’ve got Eddie’s old suppliers back on line and along with the other swag we smuggle in, they provide all the necessary items my girls need. Clothes, makeup, shoes, lingerie; the fucking lot."

"But, I don’t understand; E Block is closed, derelict, about to be demolished," I stammered.

"That’s just a front you dopey cunt," Steve went on.

"The work details aren’t demolishing the joint; they’ve actually refitted the cells back into ‘workrooms’. You remember the workrooms right?"

"I’ve already got enough girls working for me to get started. Noncers and homos that were blowing and fucking inmates for fun or chump change. A couple of them have gladly made the switch to becoming transvestite whores. And the others; well I made them an offer they couldn’t refuse," he chuckled.

"And when one of them that still refused. Well……………..he don’t walk so good any more; nor does his wife on the outside either!"

"Carmel here was recruited to take on Mabel’s old job; you know the Madame and organiser. She’s getting a bit long in the tooth, but she still looks a stunner when she’s dressed," he smirked and patted Carmel’s pert behind and then slid his hand up her sleek thigh.

He took his hand from under Carmel’s skirt and went on.

"But, I can always another mature strumpet. Which brings me to why you are here," he said.

"You looked like shit when you first arrived back at Chelmsford; I had a few of my guys check you out and they said you looked like a fat hairy bear; no way you could be transformed into a transvestite."

"But we kept our eye on you, and now, well…….a good all over shave, some makeup, the right wig and clothes, you will be back to your old stunning self. A little older sure, but some of my punters like the more mature and experienced type," he finished and smiled an evil smile at me.

"You’re fucking crazy Steve," I snapped back, "I hated being a transvestite and doing those disgusting things. I only did them because Eddie forced me to. What the fuck makes you think I would ever consider doing that again," I spat at him.

"Fuck you! I’d rather die!" I screamed.

"Well you see, you aren’t going to get that luxury; you work for me, just like you did for Eddie, or you spend your remaining time in Chelmsford in purgatory," Steve relied evilly.

"You will be beaten every week. Not enough to put you in hospital and away from my grasp but enough to keep you in constant agony."

"Also, my contacts on the outside are going to get to your sister Angie. They won’t kill here straight away; they will have a few hours of fun with her first. And they really know how to have fun," he smirked.

"And of course if your niece happens to be with Angie when they take her? Well, boys will be boys," he laughed and held up a picture. It was a picture of my sister Angie with her fourteen-year-old daughter taken outside of their house.

I paled and nearly passed out again.

"You wouldn’t; you couldn’t!" I screamed.

Steve slapped me across the face and pushed the photograph into my face.

"I bet they will both scream a lot more than you just did before they are finally disposed of," Steve said flatly, and sat down on the edge of the bench and lit a cigarette.

"You get one chance to say yes or no; I will have your answer now."

Steve pulled a slim cellular phone from his pocket, it is of course highly illegal for inmates to have cell-phones of course, and punched a button.

"Danny, yeah it’s me. You ready to go on the thing. Yeah that’s it. The daughter’s with her? Good. Well stand by and I’ll call you in two," he talked into the phone.

"Well that’s it Mike, you got two minutes to give me an answer!" he sneered at me.

I was horrified. I either agreed to undergo at least a year of being a transvestite prostitute, or this heathen would have my sister and niece raped and murdered. What choice did I have? I sat there tied to the chair and cried; tears streaming down my face. I couldn’t talk, I couldn’t do anything other than sob. The horror of the choice I had to make was almost beyond comprehension.

Steve flicked open his phone again and hit a button.

"Hey Danny; enjoy. I want pictures; you know before and after shots," the sick bastard said.

"No! No! No!……I’ll do it!…… I’ll do it!" I cried

"Hold on Danny; the job’s off. Well I’m sure you can find someone else to meet your needs; just not those two. I still want you to keep an eye on them though, I might change my mind." Steve snapped the phone shut.

"You get the picture Mike?" he barked.

"And don’t bother trying to call and tell your sister to pack up and fuck off to wherever because my main man Danny will have her under surveillance. Not all of the time of course; but you will never know when."

"So. Now; where were we? That’s right you had just consented to working for me."

"Carmel here will assist you to make your transformation back into Michele."

"And look on the bright side; it’s not like I’m asking you to do something that you have never done before is it? From what I remember of that day on the stairwell outside the Guvnor’s office you were quite good at what I want you to did!" I slumped in the chair defeated and watched as Steve turned his back to me sauntered off.

"Ok Carmel; get that sorted! I want the place open for business after supper" he yelled back over his shoulder and left me alone with Carmel, the transvestite Madame.

"Ok hun; let’s get you prepared. You remember how?" Carmel asked in friendly tone.

My head was still spinning and I could barely compose myself.

"Not really. I haven’t dressed for ten years," I whispered.

"Really! You never; you know? Got the urge after you left here?" she asked.

"No," I lied, "I have never had the urge to dress like a woman ever since I left this scum-bucket of a place. I’m a man, and I’ve only had manly thoughts," I snapped back at her.

"Sure hun, whatever. Anyway let’s start; I’m sure it’s just like riding a bike, you never really forget," Carmel finished with smile.

Carmel untied me and led me into the small room where the big old white bath still sat after all there years. It was full of steaming soapy water. She helped me to strip and get into the warm water. Carmel lifted my leg and started shaving it, and then she put the razor in my hand.

"It will go quicker if we work together here hun," she said, and took another razor and began to shave my back.

After forty-five minutes of fiddling with half a dozen disposable razors my body was completely shaven. Carmel shaved my face and neck with a fresh razor and helped me out of the bath and dried me. She applied hair remover around my anus, genitals, and crotch and in the crack of my buttocks and a few minutes later she washed it off and dried me again.

"There we are Michele, all that horrible hair is gone," she said sweetly.

I looked up at her, dejected and resigned to my fate. Then I realised I had responded to being called Michele.

Carmel wrapped me in silk kimono and led me upstairs to the next level. We walked down a corridor with three cells on each side. The cells were all deserted but for the oversize cots which were made up with satin sheets and comforters. In each cell there were full size wardrobes, lighted makeup mirrors hung over vanity dressing tables littered with makeup, perfume and different shaped and coloured wigs sitting on wig-stands. I knew that the inside the wardrobes would be filled with sexy feminine attire and pairs of high-heels, the drawers crammed with lingerie. I remembered this place from all those years ago. The ‘workrooms’ Eddie and his cohorts called them. I couldn’t believe I was back here in this nightmare again.

"This is your old workroom honey, hope you like it," Carmel said as she led me inside the cell.

"Like it! Like it! Are you fucking crazy Carmel! How the fuck can I like the fact that I am about to dress me up like a woman so that strangers can abuse me sexually!" I screamed.

"Well hun, you didn’t like it at first the last time you were in Chelmsford if I remember rightly; but after a while; well I remember that time with me and Charlotte, and you spent all that time married to Davey before you got parole," she said matter of factly.

"You dumb cunt I had no choice! I had to do what I had to do to survive!" I screamed again.

"You just keep singing that song hun. Whatever gets you through the night and all that. But it ain’t the way I remember it. Anyway, Steve said as soon as you show any signs of reluctance to just show you this. But I think I’ll just stick it here on the mirror where you can see it all the time," she said, and stuck the picture of my sister Angie and my niece to the top right-hand corner of the mirror.

"Now I had to estimate your size but I figure a mixture of twelves and fourteens will do. You ain’t fat but you’re a big girl and I got you tens and elevens for your shoes. I know they’re right because we’re the same size as I remember," she went on.

She went over to wardrobe and opened the doors. She rummaged around and picked out various items of clothing and laid them out on the bed. She placed a pair of black stappy high-heels on the floor near the bed and then selected various items of jewellery and put them on the dresser. She pointed to a brunette wig which had lighter highlights streaked through it.

"Wear this wig with those clothes and shoes I have laid out for you. You should be ok with your makeup; like I said it’s like riding a bike – you never forget how. But I’ll drop in on you in about forty-five minutes." She said.

"Now look Michele. You better wake the fuck up and get with the program! One of Steve’s other prospects refused to cooperate and now he walks with a cane and so does his wife."

"I’m hoping this is going to be easy for you because you’ve done it before, but if you make it hard it won’t end well." Carmel finished.

"See ya soon hun; were open for business in about an hour so get cracking!" Carmel strutted out of the cell, her high-heels clicking on the tiled floor of the corridor.

I pulled the chair up in front of the dressing table and put my head in my hands and started to cry. I heard a voice through the bars of the cell.

"You don’t have time for that Michele; if you can’t get it together, look at the picture on the mirror and get the fuck on with what you know you have to do!" It was Carmel shouting down the corridor.

I heard muffled snippets of conversation and other noises coming from some of the other cells; girls turning up to get transformed and ready for work. I stood up and closed the full-length curtains across the front of my cell; the sheer material covering the bars from top to bottom. I went back and sat at the dresser, sighed and looked down at the makeup. Carmel was right; even after all this time I knew what to do. I looked down at all of the packages, brand new, still in their cellophane wrappings. I selected what I needed and opened the packages and laid them out in the order I would use them.

I applied generous amounts of foundation to my face and then a similar coloured face powder to set the makeup foundation. I remembered that if I didn’t get my eyeliner right the first time it was always a pain to clean off all the makeup around my eyes to start again so I did my eyeliner next; black kohl all along the edges of my upper and lower lids. I brushed on liberal amounts of eyeshadow, aqua on my eyelids and pink around the rest of my upper eyes right up to my brows and out to the edge of my eye socket. I brushed on three coats of black mascara and rouged my cheeks, accenting my high distinct cheekbones.

I picked out a ruby red two-part, long-lasting lipstick and painted my lips with the base coat. While that set I painted my fingernails and toenails with nail polish to match my lipstick; I applied the two coats very carefully as I was out of practice. I then dusted my face all over with glossy finishing powder. I picked up the wig and adjusted the brunette bob so that the fringe came to just above my eyebrows and then brushed it out over my ears and around the back and nape of my neck. To set my lipstick I applied the final clear coat carefully over my ruby red lips. I smacked them together and looked at my face in the mirror.

I couldn’t believe it; Michele was back! A lot older sure; but just as sexy. The familiar routine of carefully applying makeup, and the taste, texture and feel of the makeup all came flooding back. I wanted to cry again but I knew I couldn’t. It would only fuck up my makeup and I didn’t have time to do it again, it had already taken me twice as long to do as it used to.

I walked over and sat on the bed and pulled on the white satin brassiere that Carmel had been laid out for me. I positioned two life-like silicon breastforms inside the cups and adjusted the fit. Next I slipped into a black satin garter-belt, the six long suspenders hanging from it. I clipped it at my waist and spun it around so it sat nicely in position with the clasps at my back. I opened the package of stockings, black nylon, fully fashioned with the reinforced heel and toe, back-seams and gauzy stocking-tops. I slid each of the gossamer stockings up my newly shaved legs, clipped them to the suspenders and adjusted the seams. A shiver of pleasure tried to emerge from my memory but I forced it down.

I stepped into the white full-cut silky nylon panties that matched my bra; familiar little shocks of pleasure ran through me as the panties rustled against my nylon stockings and again I suppressed them. I reached for the mauve silk blouse, put my arms into the sleeves and buttoned it up, struggling with the buttons because they are on the opposite side to a man’s shirt and I hadn’t worn a blouse for so long. I stepped into the navy blue rayon pencil skirt and pulled it up and closed up the zip on the side. I adjusted the waist and smoothed out the skirt, it clung to my thighs and the hem came to about mid-thigh. It showed a lot of leg, and the form fitting pencil shape showed off my buttocks. I sat down and put on my high heel sandals, the gold buckles glittering against my dark nylon stockings; my painted toenails visible through the reinforced toes.

I stood and walked over to the dresser and clipped on the silver drop earrings and fastened a matching pendant necklace around my neck. I pushed a couple of silver bangles on each wrist, and two rings on the first and third fingers of each hand; the rings emphasised my red painted fingernails. I sprayed a liberal amount of ‘Poison’ (my favourite perfume) on my neck, my decolletage, and a couple of squirts under my skirt.

There I was finished. I stood up and looked in the mirror. God it was uncanny! I looked just like the old Michele used to look. Sure I was eleven years older but I still looked quite attractive. Then I heard my cell door clatter open and the privacy curtain was wisped back. Carmel entered my workroom.

"Michele, you look stunning!" she said.

She walked over and stood beside me looking into the full-length mirror.

"I tell you what honey; the guys in this hole don’t deserve two good looking sheilas like us. We make quite an attractive pair of strumpets" she giggled

"Are you fucking crazy!" I yelled in her face.

"Good looking pair of sheilas??? Attractive strumpets??? We’re fucking men you moron. We are two middle-aged guys dressed up as women! And soon some repulsive criminal is going to come in here and expect me satisfy him sexually while he pretends that I’m a woman!" I screamed.

"Well Michele you can fight this all you like but you know how it works; you’ve been here before. I you don’t like what’s happening; you just have to pretend you do."

"You know some of the punters like it when you get off; and, well some of them really like it if they have to force you a bit; but you know how it works. So I’ll send in your first customer shall I?" she finished.

"You fucking dozy cunt Carmel. You’re talking to me like I have just returned to an old job from the past that I used to like!" I replied.

"I fucking hated being a transvestite and the thought of having to go through all that filth and depravity again disgusts me!"

"Oh no Michele; you don’t get away with that. I know you enjoyed most of your time in here as a transvestite so don’t deny it. You can quote all of the psychiatric self justification you want but I was here and I remember what happened," she went on.

"Yeah you were forced to do what you did, same as you are being forced now. But don’t hand me that ‘I didn’t like any of it bullshit!’"

"Anyway I don’t have time to justify either of our pasts or present circumstances; we just have to live with them."

"First punter; five minutes, be ready!" she finished and closed the curtain and walked out.

I sat down on my bed and was about to cry when I caught a glimpse of my sister’s photo stuck in the corner of my mirror. I swallowed by pride, set my resolve and lifted my head to the curtain to await whoever walked through it.

A couple of minutes later my workroom door opened and the curtain was pulled back. In walked Carmel with a young man in his early twenties dressed in regulation prison fatigues. He looked around sheepishly and then Carmel took his hand and led him over in front of me.

"Michele this is Brendan; it’s his first time doing this sort of thing so I thought I would give him to one of my more experienced girls ok?" she smiled sweetly at both us and then winked at me.

"Brendan, Michele is the best I have. She’s just come out of retirement and that makes you both special; she will be your first Tranny and you will be her first man for some time. Enjoy kids. Don’t forget Brendan, you only paid for short time; I’ll be back to get you in half an hour." Carmel finished and exited closing the curtains and door behind her.

"I, I, I, err, I’m really nervous," Brendan stammered.

"But you look lovely. You look like one of those older women who used to come around to see me mum. They were like you; heavy makeup, tight skirts, nylon stockings and fuck me high-heels. I used to wank meself crazy thinking about them," he blushed.

"Well if you are nervous and this is your first time, maybe you just want to sit on the bed and talk," I cooed, hoping I could get Brendan to waste his half hour talking.

He was having none of it.

"Fuck that! I want to get me money’s worth! You’re a whore and I want right now sex, I don’t care if you have a cock as long as I don’t have to touch it. I haven’t had any sex for six months so I’m going to enjoy this; it’s cost me all me savings," he said and reached out and pulled me to him.

Brendan locked me in his arms and his lips came down hard on mine. He pushed his body against mine, dry humping and moaning and groaning. As his tongue pushed into my mouth the old familiar taste of lipstick and makeup rekindled memories long repressed. His tongue started to explore my mouth and he hugged me harder and I could feel his erection growing in his denim jeans.

"Oh fuck yeah; this is so good. Let me take it out before I come in me pants," he grunted and eased himself away a little from me.

Brendan fumbled around with his flies and I heard the sound of his zipper being yanked down. He took my hand and nervously placed it inside his trousers; my painted fingernails scraped against smooth hard skin. It was the first penis besides my own that I had touched in over ten years. My fingers automatically took the swollen phallus in a loose grip and eased it out of Brendan’s jeans.

He was shivering and shaking so hard that I knew I could make him come in seconds and that’s what I decided I would do. If I could get away with making this guy climax without using my mouth or even worse by bottom, then I was going to do it.

"So you liked that mommies friends wore short skirts, nylons and high heels did you?" I teased, as I slowly stoked Brendan’s hard cock.

"Oh yeah, I love the way you are dressed even if you are a guy," he whispered.

"Well you certainly know how to make a girl feel good," I chuckled.

"Oh fuck this talking; come here you sexy bitch," he groaned and pulled me against him again.

Brendan’s hands went straight to my buttocks and I felt him lift my skirt up completely so that it rode up around my waist. He kissed me hard and his tongue explored my mouth, panting muffled moans of pleasure. He was playing into my hands and I responded to his kisses and twined my tongue around his and started to squeeze and stroke his rock hard cock.

Brendan pushed me back and lowered me onto the bed without breaking our embrace, his hands running up and down my nyloned thighs and across my smooth nylon panties. I guided his erection against my leg so that his glans rasped against my stocking-top whilst my hand stroked his shaft. He was shivering and whimpering and I knew he was close to orgasm; I wanted him to come soon before he figured out what I was up to.

His hands moved back under me and he caressed my buttocks squeezing and massaging them through my silky panties and he pushed his body against me and I felt his penis begin to pulse and throb. He was now panting uncontrollably, his hands squeezing and kneading my buttocks, his crotch pushing hard with the rhythm of my strokes as I masturbated him. He forced the tip of his penis harder against my thigh so that my gossamer stocking excited him further. I knew this young man was living out the fantasy of getting his rocks off with one of his mommy’s middle-aged girlfriends.

I squeezed and massaged Brendan’s penis and then released my grip on his member and pushed my body up to meet his thrusts so that his cock was humping my thigh. He quickly moved his hands under my back and gripped my shoulders and began to dry fuck me. I clamped my legs together so that his manhood was trapped between my sheer stockinged thighs and wrapped my arms around him and humped him back. I wanted this young man to climax and then get off me so this could all be over with as soon as possible.

Brendan quivered and shook and hot streams of semen suddenly drenched my thighs; I felt the hot seed against my skin as it seeped through my hose. Jet after jet of Brendan’s spend soaked into my stockings as he ejaculated against my thighs. I gagged but forced myself to keep control and tense my thighs around his erupting penis and push up against him; kissing him deeply as he gasped into my mouth in the throes of orgasm.

He slowly came down from his climax and then relaxed and lay still on top of me; his passion spent. After a minute he pushed himself off me and stood with his back to me as he put away his deflating penis and zipped up his jeans. He seemed almost embarrassed about what had just happened.

I held up my skirt as I stood up so that none of his semen would stain it. Keeping my skirt rucked up around my waist, I clattered across the cell to my dressing table and took a handful of tissues and wiped away the long ropes of Brendan’s cooling semen from my thighs. The silence was awkward and I wanted him to go.

"I know what you did," Brendan whispered.

"What?" I replied.

"I know what did. You asked me about my fetish for older women in stockings and makeup and that, and then you got me off so that you didn’t have to suck me or anything," he said petulantly.

"Well next time I’m getting a suck at least; maybe more," he whined.

"Yep next time I’m getting my full money’s worth," Brendan grumbled as he flung back the curtain and clattered out of my workroom cell.

I was relieved. I had seen off my first punter having only to live with the indignity of having to masturbate him and make him come over my legs. But I was still ashamed of myself. I felt distressed and alarmed that the seductive skills that I had learned here in Chelmsford so long ago had returned so quickly and easily. I had quickly regressed back into a transvestite hooker. I looked at the photo of my sister and niece attached to mirror and rationalised that I had only done what I had to do to ensure their well being.

But as I stood there in my come stained stockings holding my skirt up around my waist with the pungent aroma of perfume and hot semen in the air, I wondered how I was going to justify to myself the stiff erection bulging out the front of my panties.

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To be continued………………………………..



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The Bitch Bites Back

PantyhosePrincess on Transgender Stories

The Bitch Bites Back

By

Michele Nylons

 

Pamela stood huddled in the dark doorway, halfway down the back alley. It was cold and a light drizzle had settled in, the sheets of fine rain just discernible in the dull light of the single working lamp halfway down the alley.

Pamela was in her mid forties and fighting a losing battle against the rising tide of age, her thighs and bottom were spreading, her tummy had started to sag and fine lines, not quite yet wrinkles, had recently appeared on her once pretty face.

That being said she was still attractive in a mature unpolished way. She knew how to dis

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play her best assets to their full benefit. She had great legs despite her thickening thighs, and to exhibit them she always wore high heels, sheer stockings and the shortest of skirts.

Her spreading tummy was held in place with a full girdle with attached suspenders. Her ever expanding, slightly saggy breasts could be controlled and displayed to advantage with the right bra. Her face just needed more makeup than she used to use when she was younger, so she wore lashings of it. Finally her hair was always perfect, no demure bob or modest perm for our Pamela; she wore her hair big, high and sassy. ‘Mutton dressed as lamb,’ her Mom would have called her; but that was Pamela’s look. Her regular punters loved it.

Pamela had been a prostitute all her working life. She had held the odd regular job here and there, but always came back to the game. From the moment she had turned fifteen when she noticed the boys furtive glances at her breasts and her uncle Bill’s awkward but repeated attempts to look up her skirt and the lump in his pants when he hugged her (which he tended to do way too often and for far too long for propriety); she knew that she had something men wanted. It didn’t take her long to figure out that they would pay for it too. She fell into prostitution the way some of her girlfriends fell into jobs such as hairdressing or as shop assistants; it was just the job that best suited her.

Pamela had started working at her aunt Doreen’s modest establishment when she turned sixteen. Her mom had raised no objection. To supplement her meagre wage, every now and then her mom had taken in the odd lodger who sometimes paid extra for the privilege of sharing her mother’s bed. Her dad had run away when she was still in nappies and she didn’t remember him. Pamela dutifully gave half of everything she earned to her mom.

At Aunt Doreen’s she had learned the ropes so to speak. At first most of her customers were men who wanted a younger, prettier girl than their wife or current girlfriend. As she grew older she got the men who wanted an experienced woman who would do all the things for them in the bedroom that their wives and girlfriends wouldn’t do.

Pamela would do almost anything within reason providing the punter paid her enough. She had done some kinky things in her time, everything from mundane requests for fellatio to dressing punters in frilly knickers and spanking their bums. In fact light bondage and discipline work was her forte and she often took down punters into the special ‘dungeon’ room in the basement. However she would have nothing to do with the heavier, perverted stuff that was sometimes requested.

She refused any requests for sodomy, role-playing involving rape or incest, heavy sado-masochism; and as for anything involving pissing and other dirty acts; who were these perverts anyway? Go to Germany for fuck sake! The Germans seemed to make all the 'adult' movies involving those revolting acts.

In her mid thirties Pamela’s mother had died and she had finally moved out of her mom’s old home and at the same time moved out of Doreen’s establishment. She set herself up in a nice little flat and only saw her regular customers or those punters who came to her recommended by trusted friends. In her late thirties and her early forties her regulars had dwindled away to almost nothing. They had moved on, found younger women, or just stopped paying for sex. Older and bolder but still attractive enough to pull the punters she had started working the streets.

She could get a legitimate job and with the added income from her few remaining regular customers she could probably make a decent living working at one; but Pamela was prostitute; that’s what she did best, so that’s what she did.

Life on the streets was harder, but Pamela was no mug. If a punter was nice and looked like he had enough money she took him home for a 'full service'. If the punter only wanted a quickie, was half pissed, or didn’t have the money for a full service she would blow him or have him fuck her standing up in the doorway. The doorway in the dark disused alley had become her workroom. She would stand on the main road displaying her wares and until she hooked a short timer, then she would lead him down the alley and into the doorway to complete the transaction. The better clientele had a short walk to her flat.

Pamela, like all prostitutes, had had her share of bad experiences. Safe in Aunt Doreen’s brothel there was always help at hand and the worst that had happened had been the odd abusive punter when she’d turned down a request for perverted sex. In her flat she only serviced regulars; but on the street it was different; she had had to deal with all sorts.

Occasionally a punter would try to get a freebie, but she soon learned to take the money as soon as she entered the alley and before her and the punter got to the doorway. Sometimes if the customer was too pissed or couldn’t come for some reason they demanded their money back. Once a punter had slapped her face and called her a whore before running off into the night, but mostly Pamela could handle any situation.

On this cold wet night Pamela’s life was about to change forever. Tonight she had invited the wrong punter down into the alley.

Pamela had been about to give up for the night when a punter approached her where she stood at the entrance to the alley. She had watched him walk past two or three other working girls who were huddled in their usual positions on the street. He looked them over and continued on until he came face to face with Pamela. He looked her up and down, surveying her from top to bottom.

Pamela was dressed in a white silk blouse under a short red leather jacket, a black leather miniskirt came to mid thigh, black seamed stockings, and matching red high heels completed the ensemble. Her hair was teased, and framed her mature but attractive face. She was heavily made up with lashings of eye shadow, mascara and eyeliner to accent her pretty blue eyes, her cheeks were heavily rouged and she wore bright red lipstick. The punters liked their girls to look 'slutty'; it added to their fantasies she thought.

"Now you’re my type of girl," the man breathed whisky on her.

Pamela appraised the punter. Dark business suit, mid forties, just going to fat, heavy but handsome, a little drunk but sensible. He would do for her last quickie before she went home.

"Glad you like what see darling; it’s sixty for short time ok," Pamela made her pitch.

"Fucking expensive for an old pro like you ain’t it?" was his response but he stayed put and continued to gaze up and down Pamela’s body.

‘The ones with plenty of money always argued about the price,’ she thought.

"Look it’s sixty; short time in the alley. Take it or leave it; I’d as rather go home anyway!" Pamela snapped back.

"Ok! Ok darlin’; I’m hot to trot and your just my type, lets have you then," another cloud of whisky enveloped Pamela.

"Follow me, what’s your name?" she lead him just inside the alley.

"Mike," he replied.

"Let’s have the money Mike; then you get your honey ok?" Pamela gave him her best false smile.

Mike fumbled for his wallet and handed over the sixty. Pamela saw the wad of cash he had in his wallet and thought ‘Cheap fucker’.

Pamela took Mike’s hand and as she led him into the gloom of the alley, as they walked into the gloom Mike placed his hand on Pamela’s bottom and pinched; she brushed it away irritably.

"Hold your horses lover; here we are," she whispered as they entered her doorway.

The doorway was recessed far back into the disused building and no one was able to see them unless they came all the way down the alley. Pamela had never been disturbed here yet; then why would she? The building was disused.

Mike turned Pamela to face him and eased her back against the door; he pushed himself against her and tried to kiss her. She pushed him back and turned her face away from him.

"No lover; no kissing Ok? I don’t do that with punters."

"What do I get for my sixty then?" Mike asked his face puffed up and reddening.

"You get oral relief, and if you want you can shag me Ok?" Pamela offered her standard services.

"Can I fuck you in the arse then?" her customer went on insistently.

"Look sweetie you can have what I just offered; if that’s not to your liking take your money and fuck off; it's fucking cold and I’m tired!" Pamela laid down the law. What she didn’t need was the last customer of the night to be a difficult bastard.

"You slags are all the same," Mike cursed; "you come on all dolled up to get a guy horny then you won’t play the game properly. How can I shag you without a bit of a kiss and cuddle first hey?" Mike insisted, his voice getting angrier.

"Look I’m no slag and if you don’t behave you’ll get nothing ok?" Pamela had had enough.

"Alright, alright, give us a suck then sweetheart." Mike capitulated.

‘Thank fuck for that’ though Pamela ‘let’s get this over with and get home to bed.’

Pamela dropped to her knees, placing them on an old cushion she had bought to the alley not long after she first established the doorway as her 'workroom'. She had laddered her stockings kneeling on the bare brick floor the first night she worked here. Her face was level with the punter’s crotch and she reached up and unzipped his fly. Mike looked down at the overly made-up whore as her red fingernails slid down his zip and reached inside his trousers.

Pamela’s fingers freed Mike’s already thickening member from his underwear and pulled it out of his flies. ‘At least he’s nearly hard; he shouldn’t be too long coming,’ she thought; ‘not a bad sized one either,’ she couldn’t help thinking.

Mike watched as Pamela slowly stroked him until he was fully erect and then sighed as she bobbed her head down and took him in her mouth. His perfect fantasy was playing out perfectly in the dim gloom. A lovely older woman dressed as a tart was kneeling before him suppliant to his carnal needs. Mike looked at her heavily made-up face and pretty eyes as she looked up at him. Kneeling as she was, he got a great view of her large arse encased in the black leather mini and her seamed stockinged legs; he loved her red high heels, so whorish.

Pamela saw that Mike was staring at her face and body as she fellated him; she knew that punters liked to do that and she made a point of looking up into his face; she knew that really got them aroused. Hopefully this dickhead would come quickly she thought. Then she felt his hands on either side of her head. He held her in a vicious grip and began to brutally fuck her face. She couldn’t move her face away from his crotch and she was gagging on his cock as it forced its way all the way to the back of her throat.

Pamela started to pummel Mike with her hands as she gagged on his penis. Mike just held her tighter and continued to enjoy fucking her mouth.

"You love this don’t you, you whore. Don’t pretend you don’t. You’re all the same, you say you won’t do this and you won’t do that, but what you really want is good hard dirty fucking don’t you?" Mike was raving now.

"No kissing! No anal! Who the fuck do you think you are; I’ve paid my money and I’ll take what I want," Mike hissed as he held Pamela’s head in a vice-like grip and fucked her mouth.

Pamela had no choice, she couldn’t breath and Mike's cock was choking her, so she bit down on it. Mike screamed and pushed her away; Pamela lay sprawled in the doorway flat on her behind, her legs spread, her skirt rode up to reveal her stocking tops and red nylon panties.

Mike quickly recovered from the nip he had taken on his penis and looked at Pamela fallen flat on her arse before him. He looked up her skirt and his cock began to harden again; he looked at her heavily made up face and knew he hadn’t taken all he wanted from this whore.

"Fuck off!" Pamela shouted at him, "Fuck off and leave me alone!" she begged, hoping her cries would be heard by someone passing the alley. She knew her hopes were forlorn.

Mike moved in to take what he wanted. He reached down and slapped the whore hard across the face bringing tears to her eyes, she sobbed and her makeup started to run; her crying only served to arouse him further.

"Please, please don’t," Pamela pleaded, knowing she was in deep trouble.

"Yeah, that’s it bitch; you say please! You say please and I might be nice but don’t worry Mike knows what you need," he growled.

Mike dropped down between Pamela’s spread legs and reached up under her skirt and grabbed her panties. He tugged and pulled on the flimsy nylon garment until they tore free from her body. Mike bought the sheer panties up to his face and smelled the crotch; then he wrapped them around his tumescent member and gave it a few stokes.

"Nice knickers bitch; they're lovely."

Then he reached out and stuffed them in Pamela’s mouth. She tried to move her head from side to side but he slapped her again and pushed them deeper into her mouth, effectively gagging her. Then he grabbed her ankles and pulled her forward so that her spread legs straddled either side of his body; Pamela fell back hitting her head on the ground.

Mike had Pamela positioned prone in front of him with his throbbing cock inches from the entrance to her vagina. He pushed forward and thrust himself inside; right up to the hilt; Pamela groaned through the gag.

Pamela was dazed from the slaps she had received and from hitting her head on the pavement but when Mike lifted her legs around him she knew what was coming next. She braced as she felt Mike's huge member push past her labia and rudely thrust deep inside her. As a prostitute she had obviously succumbed to hundreds of erect penises inside her before, some a lot bigger than this; but this was different, she was being raped and she felt defiled.

Mike started to fuck Pamela with slow hard strokes enjoying her tight vaginal walls around his cock and loving the feel of her silken stockinged legs against his body. He was pleasuring himself at the expense of this whore. ‘What was it she said? No kissing right?’ he thought, then leaned forward and breathed his whisky breath into her face.

"I’m taking out the gag but if you scream I’ll knock you out you fucking bitch!" Mike panted as he continued to fuck her.

He leaned down over her and pulled her legs up around him in the missionary position and positioned his face in front of hers and took the panties in his teeth pulling the panty gag out of her mouth. Pamela gasped for fresh air but not for long as Mike started kissing her in a frenzy. He pounded his cock in and out of her in time with his tongue as it slid around her mouth. His hands ran up and down her stockinged thighs, laddering her expensive diaphanous stockings with his nails.

Pamela didn’t know what was worse, having her panties shoved in her mouth as a gag or Mike’s fetid breath and slimy tongue as he kissed her. His fingers were scratching her legs and tearing her stockings to ribbons. His penis continued to slide slowly in and out of her, she almost wished he would speed up the fucking and get it over with. ‘Maybe that was it?’ she thought.

Mike noticed a subtle change; Pamela was no longer struggling; in fact she was returning his kisses. Her arms had moved up to embrace him and she was rising her arse up against him to meet his thrusts. She was fucking him back!!!

"You fucking slut whores, you’re all the same, you just can’t get enough dick can you?" Mike groaned.

Pamela continued to play her game, ‘Get this guy off and then get to the police,’ that was the plan now!

"Yes Mike; give it to me honey; you know I need it," Pamela lied, convincingly she hoped, whispering into Mike’s ear.

Mike was lost in the pleasure of fucking this whore when a little alarm bell went off in his head.

"You fucking bitch! I know what you’re fucking doing! You need it hey? Well let’s see how bad you need it baby!"

With that Mike pulled himself off Pamela and looked down at her. Her coat was opened and he had managed to tear open her blouse revealing her large white breasts. Her skirt was dirty and rucked right up around her waist to reveal her red garter belt which were attached to her sheer black nylons now in tatters on her bleeding thighs. Mike groaned with pleasure at this picture of a woman ravished.

Mike reached down and grabbed Pamela by the hair and pulled her to her feet. He spun her around and slammed her face first against the door.

"So you need it do you whore! Well here it is!"

Mike kicked Pamela’s legs apart and positioned himself behind her. He pushed his now rock hard penis between her fleshy buttocks and rubbed it up against her fleshy labia to coat it with her cunt juices then pulled back and started to force it into her back passage.

Pamela couldn’t believe the excruciating pain she was feeling as Mike invaded her with his weapon. She tried to relax her sphincter but Mike just kept pushing himself slowly and steadily inside her. She thought that she felt herself tear and she screamed again at the intense pain.

Mike was passed caring about her screaming; he was living his ultimate fantasy raping this fat cow.

"Yeah baby that’s it; take it for Mikey; take that cock!" he chanted over and over.

Eventually he forced himself inside her as far as he could get, his crotch hard against her soft fat buttocks. Then he thrust in and out as slowly as he could, but he couldn’t hold back; the pleasure was just too much. He pushed forward and buried himself to the hilt in Pamela’s arse and exploded. Stream after stream of hot semen shot from his cock deep inside Pamela’s arse. Mike grabbed Pamela’s face and twisted it around so he could kiss and lick her as he shot his load.

Pamela was now numb with pain. She was barely conscious and only just aware of Mike anally raping her. The only thing keeping her on her feet was the pressure of Mike behind her as he fucked her and her will power to stay conscious. Then she felt him take a mighty lunge and bury himself even deeper inside her and she felt her insides tear again, the hot flood of Mike’s semen increased the pain of the wound. Then the sick fuck was kissing her. This maniac was kissing her whilst he raped her.

Mike collapsed against the prostitute as his orgasm subsided. He eased himself out of her and reached down and picked up the shredded red nylon panties off the ground. He wiped his deflating penis on them and spun Pamela around to face him. Her face was a mess, her makeup spread all over it. She just stood there in a daze.

Mike kissed her gently on the lips then pushed the come soaked nylon panties into her mouth, leaving half of the flimsy garment hanging out.

"Don’t forget your knickers," he laughed.

"Thanks for the fuck; keep the money bitch," he mocked as he disappeared up the dark alley.

Before she passed out Pamela made a vow: ‘This Bitch is going to get revenge!’

It took Pamela three months to recover from her ordeal. Somehow that night she made it home to her flat and called her Auntie Doreen who came straight around. Doreen didn’t ask her niece what had happened, she didn’t have to; it was obvious. Pamela never told her Aunt the details of what happened, she was too humiliated. Pamela’s wounds, internally and externally, healed quite quickly; it was her mind that took the time. She eventually regained her self-confidence and was capable of leaving her flat to shop and so on, but she needed to work; and there was only one thing she knew that she was good at. It was Pamela’s resolve for revenge that kept her going and got her through.

‘This bitch is going to bite back; one day I will find him and he will pay for what he did to me,’ became her mantra.

Pamela discussed going back on the game with Aunt Doreen who refused to entertain the idea of her niece working the streets again.

"I’m in my fifties now love, come back and work at my place, it won’t be long before you can take it over, I’m getting to old for this game anyway," she implored.

And so it was. Pamela went back to servicing punters at Aunt Doreen’s brothel. There was security there, both in the numbers of girls on a shift at any one time, and from Doreen’s live in boyfriend Steve. His nickname was "Iron Bar Steve" and he had once done a stint in Chelmsford prison where he worked as a 'hard man' for Eddie McManus who was the hardest man there and ran the jail from the inside. Steve was the bouncer at Doreen’s establishment and he kept the punters in line if they played up. Steve had been living with Doreen for nearly twenty years (except for his stint in Chelmsford); he was only in his forties, nearly ten years younger than Doreen but they loved each other, and Doreen confided one night after a few gin and tonics, that she still kept Steve more than happy in bed. In fact, she implied, they both enjoyed a very exciting and varied sex life.

Six months after she started working again Pamela got her chance for revenge. She was walking past one of the rooms in the brothel when she heard the unmistakable voice of her rapist coming through the door. It was Mike! He was ranting at Susan; the poor girl had him in room number two as a customer.

"You’re all the same you slags, dressed up in your sexy gear leading a guy on and then won’t do what he wants. Bitches! Fucking bitches! Now get over here and suck my cock!" he ranted.

It was him alright! The memories of the evening Mike had raped her in their alley came storming back.

Pamela’s heart began to race and she ran down the corridor to Doreen’s office.

"It’s him; the bastard who raped me. He’s here, he’s in room two with Susan!"

"Are you sure? Mike’s been a coming here for years off and on, he’s a bit rough but I never took him for a rapist?" Doreen asked, a concerned look on her heavily made up face.

Pamela broke down and fell into her Aunt Doreen’s arms sobbing, she told her every detail of what that man had done to her on that cold wet night. Doreen poured them both a stiff drink and they began to plot Pamela’s revenge.

"Revenge is dish best eaten cold," quoted Doreen, "Let's make the punishment fit the crime," she added.

Doreen and Pamela waited a week; during this time they planned Pamela's revenge and acquired the necessary items to ensure the punishment fit the crime. Mike was obviously a vicious woman hater; his litany of 'Bitches dressed up in sexy gear who won't do just what he wants,' was to become the basis of their planned revenge; a theme if you like.

During this time Doreen enlisted Steve's help; he was instrumental to their plan. Of course when Doreen told Steve what Mike had done to Pamela, Steve just wanted to smash his head in "I'll castrate the bastard!" he said; but Doreen went on to explain how her and Pamela's plan was so much better. And so, the trap was set.

Mike made his called the brothel about a week later and asked to see the sexiest girl available. Doreen took the call,

"Mike, you have been such a valuable and reliable customer over the years that I've booked you in for a special treat. My prettiest girl and I'll let you have an hour with her for the cost of your normal half-hour session."

"About fucking time you gave me something; I've been coming to your shit-hole knocking shop for years now and I have to tell you I never had anything for nothing and your slags always lead me on; they never give me what I want," Mike growled down the phone.

"Oh don't worry Mike; we'll make it up to you this time honey; you will get everything you deserve," Doreen sweetly answered.

"See you at six then honey; bye." Doreen hung up the phone then commenced dialling Pamela and Steve.

Mike arrived at Doreen's establishment at 6:00pm sharp looking forward to his special deal.

Doreen met Mike at the door and escorted him directly to the basement dungeon room. Doreen had dressed up specifically for the evening and although nearly sixty she looked very sexy in a whorish way. She was wearing a tight black leather mini, a white silk long-sleeved blouse, black stockings and shiny black patent leather high heels. Underneath she was wearing red silk camiknickers over a red satin garter-belt and a matching bra was visible under her sheer blouse. She wore lashings of makeup and her blonde hair was piled high on her head. She looked exactly what she was; an old prostitute.

"I hope I'm getting something better than you Dor'; you look real sexy but fuck your old enough to be me mum," Mike whinged as they entered the dungeon.

"Oh don't worry Mike, you're going to get exactly what you deserve!" Doreen flicked back across her shoulder.

As Mike passed through the door he noticed another sexily dressed older prostitute sitting on the bed in the centre of the room. Then he recognised her! My god it was the whore he had raped in the alley; then he felt a little sting on his neck and then nothing but blackness. Mike awoke some time later but he didn't know where he was.

He looked around groggily and realised that he was still in the basement of the brothel but he knew something was seriously wrong. Something just wasn't right, he couldn't move for a start and his clothes just didn't feel right on his body. The he realised he was bound to a chair. Both his legs were bound to the legs of the chair and his wrists were bound to the arms. Positioned in front of him was a full-length mirror; he couldn't believe what he saw in it.

Reflected back at him was a plump, overly made up whore. Mike looked her up and down. She had a blonde bob, her eyes were heavily made up with mauve and blue eyeshadow; black eyeliner outlined her heavily mascaraed lashes. Her foundation and face powder had been thickly applied; her rouge was just as heavy and bright red lipstick completed her whore's painted face. She wore a large gold choker necklace and matching drop earrings.

Next he noticed her clothes. She wore a long-sleeved blouse of sheer nylon; he could see a black brassiere through the sheer material. The garment had ruffles at the front of the decolletage that came all the way up to her neck so that no cleavage was visible, although she had huge tits straining at the front of the blouse. Where the cuffs ended, her wrists were tied to the arms of the chair but he could see her red painted whore's fingernails.

She wore a red lycra miniskirt that just covered the very tops of her thighs; because she was lashed into the chair it bulged a little at the waist around her potbelly. Her legs were encased in sheer taupe stockings that glistened in the overhead light; on her feet were bright red high-heels. He could see her stocking tops where her skirt was hitched up around her thighs and he saw the silver glitter of her garter snaps at the end of the black suspenders that lead under the mini to the suspender belt. Her thighs were slightly opened and he glimpsed the gusset of a pair of black satin panties.

Each of her slim nyloned ankles was firmly bound to a leg of the chair in which she sat. Then it dawned on him; he was looking at himself!

Then he started to realise the strange feeling of the clothes on his body. The sheer hose on his legs were light and sexy; they felt like gossamer silk sheathing his legs. His cock and balls were encased in the softest of satin panties; they gently caressed his sex organs and the cheeks of his bottom. The skirt felt strange but sexy as the tight lycra spandex squeezed his potbelly and thighs. The blouse was made out of the sheerest of gauzy material that he had ever experienced and it lightly caressed his upper body. He could feel the bra underneath the blouse snug against him, a light padding material was obviously being used to fill out the bra cups to create the huge false tits.

He could also feel and taste the makeup on his face. The lipstick tasted sweet and slightly greasy but pleasant; just like it tasted when he kissed a woman. But the most disturbing thing, besides waking up to find himself dressed as a whore, was that he could feel his penis starting to harden in his panties. He wasn't sure if he aroused because he was attracted to the cuddly crossdressed whore he saw in the mirror (she was certainly dressed just the way he liked his women to dress) or because of the sweet caress of the lingerie and female clothing on his body.

But why was he dressed like a crossdressed whore; and more importantly why was he lashed into this chair? Both questions were about to be answered.

"Well don't you look pretty Mike," he heard a woman's voice coming from behind him; it was dripping with sarcasm.

Then Pamela stepped forward and came into his field of view. Although it had been a while, Mike recognised her immediately; it was the prostitute he had raped in the alley.

"What the fuck are you doing here. I fucked you once and you weren't up to much love; give up the game before your cunt falls into your arse!" he snapped at her contemptuously.

Whack! His head snapped to one side as she slapped him upside of his face. Then though teary eyes he saw Doreen walk in front him; she looked sexy. She had disposed of her miniskirt and blouse and was standing there in her red silk camiknickers, matching bra and a red satin garter-belt holding up her sheer black stockings; shiny black patent leather high heels completed the ensemble. Her heavy makeup had been touched up. Dressed only in her lingerie as she was, she looked quite dominating.

"Well fuck me Doreen, you don't look too shabby for a wrinkled old cunt!" Mike snapped again.

Whack! Whack! This time it was Doreen who slapped his face; she stumbled on her heels she hit him so hard.

Mike shook his head and this time took a good long look at Pamela; she looked very different tonight. She was wearing a black corset and waist cincher. It looked to be made of a satin material and although Pamela was plump it cinched in her waist, emphasising her large breasts and buttocks. Suspender straps ran from the garment down her plump thighs and were attached to black seamed nylon stockings. Her feet were shod in the highest of high heels he had ever seen. The ensemble was completed with bright red nylon panties.

Pamela had on her usual lashings of makeup, this time very dark and Goth like. Black eyeshadow, eyeliner, mascara, pale foundation and powder, but bright blush and bright red lipstick and matching fingernail polish. She wore a black wig and her hair was worn high almost like a beehive. She looked every bit the dominatrix.

"What the fuck do you old whores think you're doing! When I get out of this chair I'm going to slap you both until you bleed, then fuck you senseless, just like I did to you that night in the alley you silly old trollop!" he spat at Pamela.

Whack! This time the blow was so hard that the chair fell over with Mike strapped in it; it was no slap it was a full-blooded punch delivered into his right side.

Someone with great strength lifted Mike upright, still strapped in the chair. Now he was scared. Then Steve walked into view and he got really scared.

"What the fuck is this about? What's happened to me? Why am I dressed this way? Why am I tied to this chair?" Mike pleaded through the pain in his side where he had been punched.

"Well Michele," Steve began.

"NO! NO! Fucking NO! My name is Mike!" the crossdressed slut tied to the chair cried out.

"Well you see Michele," Steve went on as if Mike had not said a word, "I have decided to name you that because you remind me of a girl I knew in Chelmsford Prison. She wasn't really a girl of course but she was prettier than you and a lot better behaved once we tamed her."

"So I've named you Michele, and the girls here agree it's a good name; and of course they also agree that you need to be tamed. In fact this was their idea; mostly Pamela's, but then again you raped her you cold blooded cunt, it's only fair that she choose your punishment!" Steve went on.

"You can't! You can't!" Mike/Michele tried to go on but Steve shut him/her up with a 'bitch slap' across the face.

"Just shut the fuck up and listen. Your punishment has been designed to match your crimes."

"You continually complain that the girls get dressed up all sexy and then lead you on; that is, won't give in to your perverted whims, so you knock them around and abuse them."

"But most disgusting of all, you raped Pamela and left her on the ground in that cold dark alley. Now you are going to get the same treatment," Steve said matter of factly.

"Oh n…" Michele tried to interrupt and received another bitch slap.

"So we lured you here, drugged you as you walked into the dungeon for your 'freebie', shaved your legs, and turned you into a woman. Dor and Pam have done a miracle and turned Mike into Michele!"

"It took some doing, shaving, dressing and making you up while you were unconscious but the girls said it was pleasant work knowing what they were going to do to you eventually." Steve finished.

"Oh it was disgusting touching you after what you did to me," Pamela said, "but it will be worth it!"

"Now you look exactly like what you have always despised and abused; a fat old whore dressed up sexy and ready to work!"

"And now we are going to give you what you gave me; pain, humiliation and abuse! You can cry and scream all you like; this room is soundproof."

"We are going to rape you!" Pamela finished.

Mike realised now what had happened to him and how much trouble he was in. He started to whimper.

"Oh shut the fuck up Michele; shall I shut her up for you Pam?" Steve asked Pamela.

"Any way you like!" Pamela shot back.

Steve pushed the mirror out of the way and stood in front of Michele. He could see the tears in her eyes and her mascara starting to run down her pretty cheeks.

"Fuck you! You get the same sympathy you showed Pamela," Steve spat at her.

Steve unzipped his fly and extracted his semi hard member. Another 'Michele' in another time and place (a few years ago in Chelmsford Prison) had described his cock as monstrous the first time he hade her suck it, and the description was apt. It was only seven inches long but it had a massive girth and ended in a gnarled purple knob; thick red and blue veins stood out all along the length of the monstrosity.

Steve reached out and grabbed Michele's head in both of his strong hands. Michele looked up, she had a pleading look in her eyes but Steve would have none of it. He released one hand and placed it on his semi erect penis and began to rub it all over her face. Michele was horrified; the feeling of the slimy member being rubbed on her cheek, over her chin and even in her eye socket was sickening. She opened her mouth to protest and Steve took the opportunity and pushed his now erect cock over her lipsticked lips and into her mouth.

Pamela and Doreen looked at the man they had turned into Michele being abused and degraded by Steve. Doreen was not concerned that Steve enjoyed forcing himself on the crossdressed whore, he had told her of his adventures in Chelmsford; and besides they had a very kinky sex life and allowed each other to take multiple partners anyway.

Pamela and Doreen looked at each other and smiled; this bastard was getting exactly what he deserved; a dose of his own medicine.

"Stick it to her Steve," Pamela goaded Steve on as he forced his turgid member into Michele's unwilling mouth.

Steve smacked Michele across the face again drawing blood from a small cut inside her mouth.

"You take this bitch or else I will break your fucking jaw!" he swore.

Michele could only capitulate, she opened her lips and felt the hard spongy mass of Steve's cock enter her mouth. She tasted her own lipstick, the salty taste of her own blood and another slightly salty sweet taste that could only be Steve's pre-seminal fluid leaking from the eye of his cock. Michele gagged as Steve forced his cock into her painted mouth right up to the hilt, his balls resting on her powdered chin. He groaned.

"Take that you slut!"

Pamela now had her first taste of her revenge as she watched Steve's cock disappear fully inside Michele's mouth.

"Yeah, take that you fucking whore! How does it feel you dumb cunt! Take that cock you fucking rapist shit, I hope it fucking chokes you!" She spat at Michele.

As Pamela and Doreen started to savour their revenge, Michele felt utter humiliation. Steve began to fuck her mouth; his hard member pistoning in out of her lips as Steve held her head steady and stood between her splayed legs fucking her face. Michele felt the hard cock sliding between her lips, over her tongue and slamming into the back of her throat. 'My god, how do these girls willingly give head,' she thought as her mouth was raped and she gasped for breath.

Then Michele couldn't believe what happened next, she felt a hand caressing her nyloned thigh. The hand was stroking up and down from her knees to the very tops of her thigh and sometimes disappearing under her skirt and stroking her pantied crotch. It was Doreen! Michele looked down and saw the old hooker was kneeling beside her chair, Doreen's hand was under Michele's skirt stroking and rubbing the sleek material of her stockings and panties.

Michele found what happened next even harder to believe; she started to become aroused, her penis hardening in her panties. Steve continued to drive his cock in and out of her painted mouth and was quickening his pace. Michele felt Steve's penis become rock hard and start to throb; she knew what that meant, Steve was building to his orgasm. Oh Christ, she was about to get a mouthful of semen. But what the fuck was Doreen playing at?

Doreen had now lifted Michele's skirt and was rubbing Michele's penis through her silky satin panties. Michele had started to harden and Doreen grasped her penis and started to wank her. A small telltale wet spot appeared in Michele's panties; she was enjoying the forced masturbation even while Steve was raping her mouth.

Michele had now got used to Steve's member thrusting in and out of her mouth. Although she was not enjoying what Steve was doing to her, she had come to tolerate it. She couldn't understand how she could be so sexually aroused though. Doreen was stroking her hard cock through her panties and she was getting harder and responding to the luxurious stimulation of the satin panties being rubbed against her member. Michele actually started to buck in the chair thrusting her pelvis in time with Doreen's strokes. This also caused her head to bob up and down, inadvertently providing stimulation to Steve's hard cock in her mouth; he could also feel her tongue starting to work around his cock lashing at the sensitive underside of his penis.

Michele was now concentrating on the feeling of Doreen's ministrations to her sensitive penis. Doreen had now slid her hand inside Michele's panties and as the painted fingernails of one hand raked her scrotum through the satin panties, the other was wrapped tightly around Michele's shaft and was viciously wanking the hard member. She was half choking on Steve's penis and was working her tongue around it to try and squeeze more air into her lungs as Steve pulled back enough to let her breath.

Steve took Michele's bobbing and bucking as capitulation; her movements were certainly increasing his pleasure so he slowly released his grip on her head. Michele was now sucking in time with Doreen's wanking and she hadn't even realised it. She felt Steve's cock stiffen and convulse in her mouth and suddenly realised he was about to ejaculate.

'Oh my God,' Michele thought. 'This cunt is going to come in my mouth and I'm fucking encouraging him. What the fuck am I doing?'

Pamela was standing back watching the first part of her plan come together. Mike sat there dressed as Michele tied to the chair. Steve stood between her stockinged legs his thick cock sticking out of his jeans, Michele's lipsticked lips sucked on his cock as he thrust in and out of her mouth. Doreen kneeled to one side of the chair with her hands in Michele's lap. Michele's penis was sticking up proud out of the waistband of her black satin panties as Doreen wanked it furiously with one hand and stroked her scrotum through the panties with the other. Michele's miniskirt had been rucked up around her waist and as she bobbed and gagged on Steve's cock she looked just like the whores she had abused. Heavily made up, short skirt, stocking and high heels; sucking a cock just to get it over with; she had in fact become one of the whores she hated and used and abused.

Pamela smiled as Steve groaned; she knew what was coming.

Michele felt her own climax building; the frenetic wanking Doreen was giving her cock coupled with the strange but luscious sensation of the silky satin and nylon lingerie was just too much pleasure for her to bear; she needed release. At the same time she knew that Steve was about to ejaculate a disgusting mess in her mouth but there was nothing she could do about that; her orgasm had taken control of the situation and she felt it build and start to explode through her womanly body. Her cock-clitty started to spurt.

At the same time she heard Steve groan and felt his cock convulse in her mouth. Stream after stream of thick, ropy, semen filled her mouth. At the same time Steve grabbed the back of her head and pushed her face hard into his groin; she couldn't breath because he held her so hard against him and the flood of semen that filled her mouth. Michele started gag and retch on the semen flooding her mouth; she swallowed what she could but streams of the viscous fluid poured out of her nose because she couldn't swallow it fast enough. Also her own orgasm had just commenced and she started convulsing as the first jet of her own spend erupted from her penis; which was being wanked furiously by Doreen.

"Now!" screamed Pamela.

And Michele suddenly felt the most excruciating pain ever. As the first stream of ejaculate left Michele's clitty Doreen heard Pamela's cry and with her other hand she squeezed Michele's scrotum as hard as she could; at the same time she viciously twisted and squeezed her penis. Michele's orgasm came to an abrupt halt and she nearly passed out with the pain.

In the space of one second Michele had gone from the ecstasy of orgasm to the most cataclysmic pain she had ever experienced. Her cock and balls felt like they were on fire; the pain made her gag and she fought back the urge to vomit. She knew that would be fatal as Steve was still in the throes of his own orgasm and the last streams of his semen were shooting into her mouth. She tried to swallow the salty mess but her gag reflex was making her choke. Steve's sperm was flooding her sinus and running out of her nose making it impossible for her to breathe; she was sure she would die.

On the other hand Steve used Michele's choking and shuddering to increase the pleasure of his own orgasm; he pressed Michele's head harder into his crotch and as the last of his discharge pulsed out of him, he shuddered with the intensity of his orgasm. When he had finished he pulled his semi-hard member from Michele's mouth and rubbed his semen all over her face with his cock; her makeup mixed with his semen and her tears. She looked like a mess as she gasped for breath, choking and crying.

Pamela just smiled.

"So Mike, how does it feel to raped, you fucking prick!"

"Come on don't cry shit-head; you asked for it. I'll quote you if you like: ""You’re all the same you slags, dressed up in your sexy gear leading a guy on and then won’t do what he wants. Bitches! Fucking bitches! Now get over here and suck my cock!" "

"Isn't that one of your favourite rants; well now you know how it feels!"

"See Mike, or shall we say Michele, you asked for it. You just sat there all dressed up like a whore and in the end Steve had to take what he wanted. Sure, just like me you capitulated and tried to get Steve off; especially when Auntie Doreen started stroking you. But now you realise rape really is a violent act and there is no pleasure to be had by the person being raped!" Pamela finished.

"I'm so sorry," Mike/Michele shuddered, trying to breath deeply to combat the excruciating pain in her groin.

She was crying and gasping for breath. Tears streamed down her face, her mascara running and her lipstick smeared all over her face. The makeup was mixed in with Steve's spend and as she felt the sticky mess start to dry on her face she felt degraded and ashamed.

"I'm sorry; please let me go now. I've learned my lesson and I'll never abuse another woman I promise," Michele sobbed.

Pamela replied from across the room, her voice slowly getting louder as she approached Michele from behind.

"I don't think you have learned your lesson Mike. In fact I think you are far from it; but I'm going to take part in your final punishment personally; to make sure you know just how much I hate you"

"After all it's only fair that I get to do that; you raped me remember?"

"I'm the Bitch you left raped and broken on the filthy ground in that alley with her panties stuffed in her mouth; you remember? You told me; and again I quote: "Thanks for the fuck; keep the money bitch,""

"Well this Bitch bites back Mike! I spent the money you threw on the ground beside me to buy you a present in fact. Now open those come caked eyes and see what the Bitch bought for you!" Pamela exclaimed and walked around the to the front of Michele.

Michele looked up and horror filled her; she screamed…….."NNNNNOOOOOooooo!!!!!!"

"But Michele; I'm dressed just how you like your whores look!" Pamela teased.

What Michele saw when she opened her eyes was Pamela, still in her black corset and waist cincher; the suspender straps running from the garment down her plump thighs and attached to black seamed nylon stockings had now been adjusted slightly. The suspenders had been adjusted because protruding from the crotch of Pamela's bright red nylon panties was a huge black strap-on cock. Pamela rocked on her high heels and made the black rubber penis wobble inches from Michele's face.

"Remember what you did to me honey; well it's time for revenge; Steve, Auntie Dor, come and give Michele an attitude adjustment. You know what I mean; put her in an attitude that will allow me to use this on her," she smiled cruelly looking Michele right in the eyes.

Steve was standing to one side pushing his now flaccid cock back into his jeans. He zipped up and sauntered over.

"NO! NO! NO! NO! NO! NO! NO! NO! NO! NO! Pulleeeese don't" Michele begged and tried to tear herself free of the bonds holding her in the chair.

"Oh fuck this!" said Steve and punched Michele in the face, knocking her out.

Michele woke up to the stink of chemicals; then she realised that Steve was waving smelling salts under her nose. At first she couldn't figure out what was going on; in fact she thought she was still Mike having a bad dream. Then it all came flooding back as she started to feel the throbbing pain in her balls and the ache in her jaw from Steve's punch.

She realised now that she had been let out of the chair in which she had been bound but was now in worse trouble. She was locked in a set of stocks that Doreen kept in an alcove corner of her basement dungeon. Mirrors surrounded all three walls of the alcove, front and both sides, so she could she exactly what was going on. What she saw terrified her.

She still wore the long-sleeved sheer nylon blouse and the black brassiere was still visible through the gauzy material. Now where the cuffs of the blouse ended, her wrists were thrust through the holes in the extremities of the stocks, her red painted whore's fingernails stood out against the black wood of the contraption as she tried in vein to pull her hands through.

The red lycra miniskirt she wore just covered the very tops of her thighs. Her legs, encased in the sheer taupe stockings held up by the black suspenders, continued to glisten in the harsh overhead light; they were spread apart by a stainless steel spreader bar attached to her slim nyloned ankles and she could only just balance on her bright red high-heels. Michele realised she could hardly move at all. She could just swivel her head up and down and from side to side to look in the mirrors, her wrists and ankles were firmly secured. Then she realised something else; she was not wearing any underpants. Michele looked up and saw Doreen, who was positioned just to one side of Steve. Doreen was holding the black satin panties she had been wearing earlier and swinging them around her fingers.

She looked to the mirror in front of her and noticed her face had been cleaned and her makeup had been reapplied. The blonde bob was still in place, her eyes were heavily made up with mauve and blue eyeshadow; black eyeliner outlined her heavily mascaraed lashes. Her foundation and face powder had been thickly reapplied and with heavy rouge and bright red lipstick she was again the whore 'Michele'.

Then Michele remembered the last thing she had seen before Steve knocked her out; where was Pamela?

"Ok Pam, she's awake," Doreen called out.

"Well I guess it's time for the whore to pay her dues then; after all she's all dressed up and asking for it just like they all do; hey Michele?" Pamela teased as she approached from behind Michele. Michele looked in the mirror and saw Pamela approaching from the rear.

Michele saw the huge black rubber cock attached to Pamela and began to cry; she realised how vulnerable she was locked into the stocks with the spreader bar holding her feet far apart.

"Please, please don’t," Michele pleaded, knowing she was in deep trouble.

"Yeah, that’s it bitch; you say please! You say please and I might be nice, don’t worry Pamela knows what you need," she growled.

"Sound familiar Michele? We are saying to each other the same words that we said to each other on that night you raped me in the alley; except this time our roles are reversed!"

"Ok Doreen; gag the cunt!" Pamela ordered.

Doreen stepped forward and shoved Michele's black satin panties in her mouth. As she tried to spit them out Doreen pushed them in further until Michele was effectively gagged.

"Now," Pamela whispered into Michele's ear, "the Bitch bites back!"

Steve and Doreen both sat down on a couple of chairs that Steve had dragged over and began to watch the show.

"As I said to Pam; revenge is a dish best served cold, and we have certainly planned this to perfection," Doreen whispered into Steve's ear and gave his muscular thigh a squeeze.

Michele watched in fear as Pamela clicked across the floor on her high heels and positioned herself behind her. She couldn't see much, other than Pamela moving in directly between her spread legs. Then she felt her miniskirt being lifted up and felt a cold wet substance being squirted between the cheeks of her arse. She just had time to realise that Pamela had lubricated her arsehole when she felt the hard rubber cock intrude inside her sphincter.

Michele wanted to scream with pain but the panties stuffed in her mouth prevented her from doing so. She heard Pamela grunt and heard the click of her heels as she rose up and down on the balls of her feet as she began to force the cold hard weapon deep in her arse. She thought the squeezing Doreen had given her balls had been the worst pain she had ever felt but this was far worse.

"Give it to the whore!" Steve goaded.

"Fuck that cock hungry slut!" Doreen provoked Pamela to push harder.

"OHHGGGHH!!!" Pamela grunted as she forced her groin forward and pushed the rubber strap-on dildo as far as she could up Michele's arse. Then she reached down and flicked a switch on the base of the strap-on and it began to fiercely vibrate.

Michele felt her insides tear as the huge intrusive dildo ravaged her back passage. She wanted to scream but her panty gag prevented her from crying out. She started to cry again in pain and humiliation; her makeup running in rivulets downs her cheeks. It was bad enough that she was being raped; but to have Steve and Doreen watch and gloat was so degrading.

"Oh look Pam; she's doing the panda thing again!" Doreen exclaimed, "After all the trouble I that went too to fix up her makeup; the inconsiderate bitch!"

"Does it hurt your 'botty' Michele?" Steve laughed solicitously, "Don't you like a hard cock in your arse as much as you liked my cock in your mouth?"

Michele jerked and convulsed as she felt Pamela flick the switch that made the dildo vibrate in her behind. The pain was now almost unbearable and she thought she would pass out. Her back passage felt swollen and she knew that something in there was torn. When she thought it couldn't get any worse Pamela began to violently fuck her arse.

Pamela pounded the big black vibrating strap on dildo in and out of Michele's arse. The vibrating phallus pressing into Pamela's crotch through her nylon panties started to arouse her. She settled into a steady rhythm and concentrated on bringing herself off. She thrust in and out as hard as she could, both to punish Michele and to increase her own pleasure. Pamela started to spit obscenities at Michele.

"Yes Michele; take it honey; you know you need it," Pamela snarled into Michele’s ear.

"Come on honey you need it don't you? Well let’s see how bad you need it baby!"

"Remember those words you cunt; you said them to me while you raped me!

"You need it do you whore? Well here it is!" Pamela exclaimed and began to frantically rape Michele.

The thrusting and vibrating rubber cock was quickly bringing Pamela to orgasm. She had not expected this but she thought it only appropriate that as Mike had come when he raped her; she should come while she raped him.

Michele was now in agony as the hard rubber cock continued to violate her bowels; a slight pleasant tingle had started to grow in her prostate but the pain she felt overrode any pleasure she may be getting tenfold. She squirmed round and tried to move her arse away from her rapist but she couldn't move. All she could do was move her head and as she looked up into the mirror what she saw repulsed her.

Michele was standing spreadeagled tottering on her high heels, her long sleek stockinged legs forced apart by the spreader bar and her skirt was rucked up. Positioned between her sexy legs was a heavily made up chubby Goth vixen dressed in black lingerie, her sleek black seamed stockinged legs bent slightly as she balanced on her heels and fucked a hard black rubber cock in and out of her soft white arse. She was cursing and groaning.

"Take this you fucking bitch! I'm raping you back you cunt! I'm fucking your skag arse you whore!"

"And I'm commmmmmmming!!!!!!!!!!!"

Steve had been watching Pamela rape Michele and of course the inevitable happened; he became aroused and erect. He opened his fly and freed his hard chubby member and took Doreen's painted fingernailed hand and placed it around the turgid tool. Doreen began to absent-mindedly stroke Steve's cock; she was intrigued by what was happening before her eyes.

"My fucking god Steve, Pamela's actually enjoying raping that poor cunt!" she gasped.

"And I'm enjoying watching her too," Steve smiled as he hatched his own little plan in his head.

Then he saw Pamela begin to thrust in and out of Michele as hard and fast as she could and heard the obscenities she was screaming at Michele and he knew she was about to come. He made his own move and jumped out of his chair and moved it in front of Michele where she was locked in the stocks. He jumped up on the chair, his hard cock jiggling in the air as he held on to the stocks with one hand to keep his balance. Then with his other hand he began to furiously wank his cock in front of Michele's face. He looked down at her.

Michele was now silently sobbing; tears streamed down her cheeks as she weeped muffled cries into the satin panty gag that had been thrust in her mouth. She looked up and tried to implore Steve with her eyes but all she saw was his cock inches from her face as he stroked it and groaned with pleasure. His eyes were locked on hers but they displayed no pity, only lust. Michele's back passage was on fire; she could tell by the increased tempo of the ruthless fucking and by Pamela's grunts and groans that she was about to come. She just wished she would hurry before she exploded in pain. The monster cock was ravaging her insides and the crude vibrations only amplified the pain.

Then Michele felt Pamela drive the intrusive monster right up her, as far as it would go and push for all she was worth. Pamela was coming. Michele grunted in pain into the gag and screwed up her eyes. Then she felt the hot ropes of Steve's semen as he ejaculated in her face. She made the mistake of opening her eyes in surprise and a spurt of warm salty semen flew across her face and into her eyes. It stuck to her face and then dribbled down from her eyelashes and some of the viscous fluid went into her right eye and started to burn. Steve was moaning in ecstasy.

"Take that you fucking rapist whore! Take my spunk you fucking cowardly crossdressed hag!" Steve cried as came.

Pamela was pushing her groin into Michele's buttocks as hard as she could. The vibrating phallus was sending waves of pleasure through her pantied crotch as she pushed hard against Michele's arse to force the base of the vibrating rubber cock against her clitoris. She spasmed and bucked as her orgasm consumed her. Her stockinged legs rubbed against Michele's nyloned thighs, adding to the gathering circles of pleasure that raced up and down her body as she climaxed.

Her orgasm slowly subsided and she fell forward so that she was resting against Michele's imprisoned body. When she gained control of herself she pulled back viciously ripping the still vibrating cock from Michele's arse. A flood of lubricant, blood and other matter began to run down Michele's thigh and stain the top of her stocking. Pamela moved around to the front of Michele, the obscene strap-on phallus still pushed out in front of her like a lewd putrid figurehead.

Steve stepped down off the chair and pushed it back; his tumescent member hung out of his fly, the last drops of semen dripping from the gnarled knob.

Michele opened her one good eye, tears makeup and semen streamed down her face, the other remained closed due to Steve's semen still stinging her there. She was sobbing into the panty gag and obviously in tremendous pain. Pamela moved in and stood beside Steve.

"Was that good for you too bitch?" she asked sarcastically and ripped Michele's panties from her mouth.

Michele sobbed and moaned.

"Please………….no more!" she begged.

"Oh shut the fuck up!" Pamela spat back mercilessly. She took the black satin panties and wiped the last drops of semen from Steve's cock, cleaned the fetid mess of lubricant, blood and faecal matter from the strap on cock still attached to her crotch, and shoved the panties back into Michele's mouth.

She turned around to her Auntie Doreen and said,

"I think I've finished with this bitch for now!"

 

The End

Whores And Pimps - Part II

PantyhosePrincess on Transgender Stories

Whores and Pimps - Part II

 

By

 

Michele Nylons

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Michele sat silently in the car as she watched the tail lights of the police car disappear in the distance; the bitter aftertaste of the policeman’s sperm still in her mouth.  She was confused; the fat cop with his stubby fat cock had forced her to fellate him; but she had become sexually aroused and hadn’t even realised it.  She sat for a few minutes and decided that the outcome was still better than being locked in a jail cell overnight.  She would just make sure she never told anyone about what had happened to her tonight.

 

Michele reached down and undid the buckle on her right shoe and slid the high heel off her foot.  Then, as she was bent over in her seat, nausea overcame her and she only just managed to open the car door before she wretched and threw up onto the pavement of the parking bay.  She wretched until her stomach was empty, disgorging the many drinks she had drunk in the afternoon and early evening.  Michele actually felt better now; clearheaded and sober.  She took some wipes out of the glove compartment and wiped her mouth clean.  She found a half bottle of spring water in the drink holder in the dash and rinsed her mouth out.

 

She must be thinking straight she thought because the first thing she did was to check her lipstick in the rear vision mirror.  Angie was right about the two coat lipstick; Michele only needed a apply a minor touch-up to the plum red base coat then go over it with the clear top coat and her makeup was perfect again.   Michele resolutely started the engine and pulled back onto the road determined that she could put this horrible incident behind her and still enjoy her one night out dressed as a woman.

 

Michele couldn’t help re-living what had happened to her as she drove the last twenty minutes to the hotel, but as she got closer to her destination she began to think more about the party than she did about the cop.  She parked in the car park underneath the hotel, receiving an admiring glance from the attendant in his booth.  She parked, buckled on her right high heel, took a deep breath and got out of the car.  She walked the length of the well lit car park and entered the elevator.  She pushed the button for the second floor where the function room was located and then she saw herself in the mirrored wall of the elevator car.

 

Michele was impressed with what she saw.  She saw a middle aged whore; attractive and desirable dressed in her black leather miniskirt and leopard-skin print nylon blouse.  Michele adjusted her skirt where it had rode up in the car so that the hem was mid-thigh, nicely displaying her black stockinged legs which drew her eyes down to her black high-heeled sandals; her red painted toenails just visible through the diaphanous nylon.  Her pretty painted face was framed by the brunette wig; the lighter tints in her hair highlighted by the fluorescent light of the elevator car.  She adjusted the wig and took the brush out of her purse and combed it out around her neck and shoulders; she combed the fringe and made a final adjustment so that it sat straight and just covered her eyebrows.  Michele quickly turned around looked over shoulders to check the seams of her stockings were straight; and then she was ready.  The door opened to reveal the hotel function room crowded with rowdy party goers.

 

They all turned and stared as Michele entered the foyer; they looked puzzled; then Michele summoned up her courage and said,

 

“Come on everyone; don’t you recognise me?”

 

Peals of laughter and applause lit up the room, and almost as one they cheered,

 

“Oh my god; it’s Malcolm, you look fantastic!”

 

Michele moved into the room and mingled with the crowd; most of her colleagues were well on their way to being drunk, after all she was nearly an hour late and her work colleagues were never the ones to not take full advantage of a free bar.  Just about everyone complimented Michele on her appearance and asked her how she looked so convincing.  Michele’s response was the same to everyone who asked the question,

 

“My sister chose the clothes and made me up; remember I told you guys that she was going to do my costume and makeup.”

 

Michele’s ruse was working; she was quite settled in now and felt comfortable dressed as a whore now that she had a drink in her hands and was amongst friends.  Most of the business’s employees were present and they had all made some effort to dress up in keeping with the theme of the party.  The men were mostly dressed in drag; most in tacky rental costumes with hairy legs sticking out of from under cheap skirts and dresses and outrageous makeup looking like the actors from the movie ‘Pricilla; Queen of the Desert’.  Some had made more of an effort; probably dressed by wives or girlfriends, and could almost pass as women in the darken room which was lit only by multicoloured party lights.

 

The women fared better; they ranged from seventies style pimps dressed in flared jeans, flowery shirts, Afro hair styles, platform shoes and over-large hats.  Other women wore over-large pinstripe suits and dressed as thirties gangsters from the speakeasy era.  Everyone was having fun and complimented Michele on her choice of the theme for the fancy dress party.  Michele relaxed even more and after a few more drinks was partying along with the rest.

 

Several of the partygoers played little jokes on her; saying she looked sexy enough to fuck dressed as a woman; a couple of playful types stuck their hands up her skirt jokingly.  Michele was so happy; the compliments made her feel cheerful but more importantly she loved being in the crowd dressed as a woman.  She was slightly turned on by the feel of the lingerie on her body and the sleek sensation of her nylon stockings on her legs.  She skittered from here to there joining groups for a quick chat and then moving on to another.

 

It came as no surprise when the Managing Director announced that Michele had been judged the best dressed man at the party.  The best dressed woman award went to Jill; a quiet, attractive lady in her forties who worked in the accounts department; she like Malcolm, kept mostly to herself.  As tradition dictated; the music was cranked up, the lights dimmed further and they were expected to dance together.  Jill had dressed as a prohibition era gangster come pimp, and wore a dark pinstriped suit including a fedora hat and false moustache.  Jill was wearing a name-bar that said Johnny Nightwalker; her little play on words to suit the occasion.

 

Michele and Jill danced awkwardly together to a rock and roll number but soon the dance floor was full of drunken revellers.  Michele and Jill shouted compliments to each other over the loud music; each complimenting the other about how convincing they looked dressed as the opposite sex.

 

The music changed and a slow dance number was played and couples took each other in their arms and danced close together, swaying to the music.  Jill took Michele in her arms, pulled her close and began to lead a slow dance.  Michele felt really weird now; here she was dressed as a whore dancing with a woman from accounting, on whom she had had a slight crush, and who was dressed as a man.

 

Jill held Michele close against her body and Michele could feel Jill’s breasts through the layers of her suit and her own nylon blouse.  Jill’s arms held her in a tight embrace around her waist and shoulder. Michele was vary aware of her own clothing; the flick of the hem of her miniskirt on her stockinged thighs, the rustle of her silken blouse on her bare skin and the taste and smell of her makeup and perfume.  Michele was becoming aroused.  She could feel her cock hardening in the confines of her pantyhose and panties; it bulged at the front of her skirt and she knew that Jill must be able to feel it.

 

Jill touched Michele’s hair and eased Michele’s head onto her shoulder; she whispered,

 

“You’re getting hot there Malcolm; you naughty boy,” and giggled.

 

“I’m Michele tonight honey,” Michele answered, getting into the role.

 

Michele was aware that Jill was more than a little drunk; Jill was a little unsteady on her feet and the alcohol was also allowing her to come out of her shell.

 

“Well I’ve got a little secret myself Michele;” Jill went on, “I’m more than a little hot myself.”

 

“What do you say we sneak out onto the balcony and get some fresh air?”

 

Jill broke their embrace and took Michele’s hand and led her out onto the full length balcony overlooking the front of the hotel.  There were a few couples out there smoking and drinking and one couple was necking; it looked quite strange to see a man standing in high heels and a skirt kissing his wife who was dressed in jeans, platform shoes and outrageous seventies male kitsch.  Jill led Michele into a dark corner and turned to face her.  Even though Jill was dressed as a man she still wore makeup and looked very attractive for a woman of her age, except for the stupid fake moustache.  Michele reached up and with her painted fingernails removed the fake object from Jill’s upper lip.

 

“I’ve always liked you, you know Malcolm; and you know what? You look dead sexy dressed as a whore,” Jill giggled nervously looking directly into Michele’s dark makeup painted eyes.

 

“I told you; I’m Michele tonight Jill; and I have had a thing for you for ages too but I’ve been too scared to approach you,” Michele responded.

 

Jill reached out and took Michele in her arms and pulled her close,

 

“I feel so masculine dressed like this; I feel that I can say what I like and do what I want.”

 

“I know,” Michele answered, “I feel so feminine; it’s the costumes we are wearing.”

 

“Bullshit!  We’re both turned on by each other; why fight it,” Jill said and reached out and kissed Michele on her lips.

 

Michele responded and slid her tongue into Jill’s mouth and crushed Jill’s lips with her own.  They both groaned and held each other tight.  Michele felt her erection return and push against her panties; Jill felt the hard member rub against her through Michele’s skirt and her suit pants.  She reached down with a hand and stroked the hard member through Michele’s skirt.  Hiding where they were in the shadows no one could see what they were doing and Michele reached down and undid the fly on Jill’s baggy trousers and slid her hand inside and smoothed her painted fingernail along the front of Jill’s slick nylon panties and down under her crotch.  Jill may have been wearing a man’s suit but her underwear was all femininity.

 

Michele rubbed a finger along the crotch of Jill’s panties and pushed the silken gusset into her labia, pressing her knuckle against Jill’s clitoris.  Jill shuddered and Michele felt Jill’s panties moisten.  Jill slid her hand down and stoked Michele’s diaphanous nyloned thigh and slowly ran her fingers up to Michele’s stocking-top, continuing further up along her pantyhosed thigh until she cupped Michele’s hard member encased in the silky-smooth layers of her pantyhose gusset and satin bikini panties.  Jill grasped Michele’s gossamer encased prick and started to stroke it.  Michele panted into Jill’s mouth; now opened in excitement,

 

“Oh yes honey; oh that’s lovely!”

 

Michele eased her fingers around the crotch of Jill’s panties and inserted a finger into Jill’s wet cunt and thrummed her clitty with her thumb.  Jill ground against Michele and they pushed against each other; Michele finger fucking Jill and Jill frantically wanking Michele.  Their mouths smashed together again; their lipstick smearing as they inhaled each other’s sweet breath.  Jill moaned,

 

“Fuck me Michele.  Fuck me here in the dark.  Do me on right here on the balcony!”

 

Jill scraped a nail against the taught nylon wrapped around Michele’s cock and tore a hole in the flimsy nylon pantyhose.  She eased Michele’s penis through the hole and pushed her panties to one side freeing Michele’s throbbing cock.  Michele lifted Jill up on to the low sandstone balcony ledge so that Jill was seated; her legs apart.  Michele pulled down on Jill’s baggy trousers so that her opened flies granted Michele full access to Jill’s sex.  Jill guided Michele’s hard cock between her legs and Michele’s skirt rode up as her cock nestled into the smooth wetness of Jill’s labia.

 

Michele pushed forward and felt her engorged member slide deep into Jill’s slick hot cunt; Jill wrapped her legs around Michele’s and Michele felt the rough material of Jill’s trousers rub against her silky nyloned legs and she shuddered and started to slowly fuck Jill with long hard strokes.  To any observer they looked like a couple necking in the shadows; their mated sex organs hidden by Michele’s skirt.  Jill whimpered,

 

“Fuck me bitch!  Fuck me whore!  Fuck me Michele!”

 

Jill ground her pubic mound against Michele as she thrust forward and Michele was delighted by the added sensation of Jill’s mound grinding against her balls still trapped in her satin panties and nylon hose; Jill’s vaginal muscles spasmed against Michele’s rock hard penis as Michele slowly fucked her.  Jill groaned,

 

“Coming! Coming! Coming!”

 

Michele thrust forward and pushed hard against Jill and emptied her seed deep inside her.  Michele’s knees shook and her knees nearly buckled as she shuddered on her high heels.  Jill was whimpering and moaning; Michele covered Jill’s mouth with hers and their tongue’s intertwined and danced as Michele’s hot seed shot deep inside Jill’s cunt.  They both clung to each other and shook in ecstasy as they orgasmed.

 

Gradually their orgasms subsided and they held each other for a long time; Jill sitting on the balcony ledge, her legs wide, with Michele between them, kissing each other gently and stroking each other’s hair.  As the last of Michele’s seed seeped from her deflating penis she eased her crotch away from Jill’s and eased her flaccid member back inside her torn pantyhose, pulled her panty crotch back in place and smoothed down her skirt.  Jill eased her sodden panty over her mound and zipped her flies.  They continued to kiss and murmured endearments into each others ears.

 

“Oh my! I’ve never done anything like that before,” Jill whispered; laughing in Michele’s ear.

 

“Me neither,” Michele whispered back; nuzzling Jill’s earlobe.

 

“Will you still respect me in the morning?” Jill joked.

 

“Never mind about the morning; what about later tonight?  Can we leave the party together?” Michele asked.

 

Jill looked up into Michele’s pretty face and frowned,

 

“I’m sorry honey; I came with Steve and Jenny from accounts; I’ll bet there are enough people here who saw us come out on the balcony and will be wondering what we got up to.  I’d better leave with Steve and Jenny and you can call me tomorrow ok?”

 

“You do want to call me don’t you?” she added; looking lovingly into Michele’s eyes.

 

“You know I will,” Michele answered.

 

“You’re right though; best we don’t let the office gossips wag their tongues any more than they need to.  What we just had was wonderful and I want to see you tomorrow so that we can talk about where we go from here Jill, ok?”

 

“You bet we will talk tomorrow; and if you’re a good girl, or should I say boy, maybe we can do more than talk,” Jill winked at Michele as she eased herself off the balcony ledge and on to her feet.

 

“Now; maybe I better go inside first.  I really need to go the bathroom and dry myself,” Jill blushed as she looked at Michele.

 

Michele kissed Jill quickly one last time,

 

“I’ll call you tomorrow ok? I can take you to lunch.”

 

“Or maybe we can stay at home and eat there,” Jill laughed playfully and winked at Michele and then moved away, back through the balcony doors to rejoin the party.

 

Michele was astounded but exceptionally happy with what had just happened.  She was surprised that Jill could be so brazen and even more surprised that quiet, demure Jill had such passion.  Michele had completely forgotten about the horrible events earlier at the roadside rest stop as she adjusted her skirt and walked back into the party.  The party was now in full swing with revellers on the dance floor and other couples sitting in corners smooching and canoodling.  ‘It’s amazing what booze, dim lighting and Christmas cheer can do to loosen people’s inhibitions,’ she thought.  Michele made a beeline for the toilets; she needed to go and she also guessed that her makeup needed touching up.  ‘Just because it’s whores and pimps night, doesn’t mean that this whore needs to get around with messy makeup.’ she laughed to herself.

 

Michele found her way to the men’s room; even though everyone was dressed as the opposite sex propriety demanded that they use their own toilets.  She went into a stall, lifted her skirt and used toilet paper to wipe her genitals.  She noticed that the front panel of her satin panties was stained with her and Jill’s secretions.  Michele thought that these panties would not be being washed for a while and blushed at her own brazenness.  She adjusted her stockings; pulling the garter straps snug against her thighs and felt down her legs to feel that her seams were straight.  She peed and adjusted her panties and skirt and stepped out on the stall and over to a sink with a spotted mirror over it.

 

Michele mooched around in her purse and found foundation, powder and lipstick.  Kissing and caressing Jill during their lovemaking had removed some of her foundation and lipstick.  She applied a little foundation on her cheeks and chin and then set the makeup with her gloss finishing powder.  She carefully applied another layer of plum red base coat over the existing faded lipstick and waited a minute for it to dry before applying the glossy topcoat.  She brushed her hair, and pleased once more with her appearance, she exited the toilet.

 

Michele pushed through the crowd to the bar, sat on a stool and ordered a gin and tonic.  Michele was looking down playing with the hem of her leather miniskirt when she felt a presence beside her.  She turned to one side and saw a lovely woman standing beside her leaning on the bar trying to get the barman’s attention.  The woman was obviously a man in drag but exquisitely dressed and made up; she probably looked as good as Michele or maybe even better.

 

The woman had a short black bob framing her pretty face; her eyes were dark with black eyeliner, thick mascara, and dark grey eyeshadow fading to a steel blue.  Her cheeks were rouged and her lips a glossy bright red; diamante earrings dangled from both ears and matched the choker around her slim neck.  Her fingernails were painted bright red to match her lipstick.  She wore a black chiffon cocktail dress that barely came to her thighs; a jewelled suspender clip peeked out from under the hem of her dress and glistened in the dim light where it was fastened to a sheer taupe stocking; the stocking top a dark chocolate brown.  The woman’s slim, glossy, stockinged legs ran down to black high heel pumps.  She was delicious.

 

The barman delivered Michele’s gin and tonic and placed a drink before the other woman.  The woman turned to Michele, raised her glass and said,

 

“Bottom’s up Michele,” and took a sip of drink, leaving a bright red lipstick impression on her glass.

 

Michele responded, “Bottom’s up, err; Ellie,” as she spied the name on the woman’s name bar, pinned to Ellie’s left breast.

 

Michele looked down and rummaged in her purse for a cigarette; more to allow her time to think of a conversation starter than the need to smoke, and then offered one to the woman beside her.  Ellie took one and offered a gold lighter to Michele’s cigarette and then lit her own.

 

“I knew you would look lovely tonight Michele; you are undoubtedly the most beautiful woman here,” Ellie complimented Michele.

 

“Well it’s all due to my sister you know; she bought these clothes for me, dressed me and did my makeup.” Michele said.

 

“And I don’t know Ellie; if you had been here earlier, you would have given me some stiff competition I think,” Michele smiled back.

 

“Oh I don’t think it’s all down to your sister Michele; I just saw you fixing your makeup like a professional in the men’s room; and your previous practice wearing women’s underwear leads me to think that you are somewhat of an expert at dressing up as a woman,” Ellie smiled back.

 

Michele paled and then stared hard into the face of the woman standing close beside her.

 

“Eddie; it’s you!” Michele hissed.

 

“Well honey; I’m Ellie tonight, and shall we just say that it takes one to know one hey?” Ellie went on,

 

“The panties and stockings under your work suit were a giveaway but all I had to do was study you closer to see the traits of a closet transvestite.  A man with shaven hands and fingers and long finger nails; oh and by the way honey, you really need to get right into the quick of your nails with your nail polish remover; sometimes at work you had just a smidge of nail polish left in the corners of your nails; and your effort tonight hun was just too good.  No guy masters walking confidently in high heels like you in one night.” Ellie lectured Michele.

 

“You see honey, I’m in the closet too,” Ellie finished.

 

“But why were you so cruel to me then?” Michele asked.

 

“Well Michele; that’s just my nature, besides I like having fun at other people’s expense; just like I am with you tonight honey.” Ellie smiled wickedly.

 

“What do you mean by that?” Michele asked feeling lighter in the head.

 

“Well I heard you had a little car trouble earlier this evening,” Ellie grinned “Or shall we say a little problem with the law.”

 

“But I heard you talked your way out of it. Oh sorry, that’s not how my friend explained it; but he did say that you used oral means to get off a charge of DUI,” if you will pardon the pun.

 

Michele was shocked; she couldn’t believe what she was hearing; the thinly veiled reference to what happened in the rest area on the way to the party.  How could Ellie know about that?

 

“You smug cunt; bragging to everyone about how your sister was going to dress you and make you up; do you think I fell for that bullshit?  I knew you wanted a cover story though, so I searched the personnel records at work and came up with your sister’s address.  I just fed the information to a friend of mine who just happens to be a policeman with a penchant for transvestites and gave him your sister’s address.  He took it from there and followed you.”  Ellie concluded.

 

“You fucking sick twisted bitch!” Michele spat; “You fucking perverted whore!” Michele felt her head getting lighter still, she was becoming drowsy and she dropped her cigarette.

 

“Oh I’m all that Michele; and I haven’t finished with you yet by a long score.  As soon as the drug I dropped into your drink takes effect you are going to pass out; I’d say in about thirty seconds.  Then I’m going to be mister nice guy or should I say miss nice girl and help a friend who had had too much to drink up to her room here in the hotel.’

 

“You’ll like it up there; your old friend the cop is waiting for us, and I invited a few of my other friends along too.  We’re going to have own little party tonight honey,” Ellie’s voice started to fade in and out.

 

Michele tried to get to her feet and as she did she blacked out.

 

When Michele groggily opened her eyes about an hour later she slowly realised what had happened as her memory returned.  She couldn’t move her hands and feet and realised they were tied to a bed.  She looked over to one side and saw Ellie on her knees bent over the fat cop who was naked and sitting on a chair.  Ellie was fellating the cop who looked over at the bed and saw Michele was awake.  He tapped Ellie on the shoulder and she spat out the cop’s cock and looked over at Michele.

 

“Well hello honey; glad you’re awake.  Now that you are with us, the party can finally really get going,” Ellie sneered sarcastically.

 

Michele looked around the hotel room trying to focus; she could make out a few shapes and realised that there were more people in the room.  She also realised that she was in real trouble.

 

 

To be continued…………………………………

Well You Keep My Secret?

GrayTypewriter on Transgender Stories

Well You Keep My Secret?

 

By: GrayTypewriter

 

            Everyone has a secrets, but my is a very special one that I had kept to my self till my best friend Erica found out when I was 18. My name is Nicole. Me and Erica had been the bestest of friends since freshman year. And since then we tell each other everything, go to the mall together, eat together, and sometimes even sleeps together. But never have I let her find out about my little secret. I always thought that one day, no matter how hard I
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try to hide it from her, she’s going to find out. It finally happened one night in the summer right after we graduated from high school.
            Erica and I had went to the mall that day, we were laughing and joking all day like we always has been when we go out. I was so tired when I got home that night, that all I did was took a shower and when to bed. It was about 9:30 that night when Erica called me.
            “Heeello?” I yawned as I picked up my cell phone.
            “I need to talk.” Erica’s voice said on the other end.
            Knowing Erica for so long I instantly know that something was wrong, and that she has been crying.
            “Are you ok?” I asked.
            “Can I come over?” she asked with a stuffy nose.
            “Yea of course.” It was late but I would do anything for Erica.
            “Ok.” she hangs up the phone.
            I got up and went to the bathroom, the whole time thinking what could happened to my best friend.
            Erica lived just a little down the street from where I lived, so after 10 minus my phone ranged again.
            “Erica?” I answered gingerly.
            “I’m downstairs.” that was all she said before she hang up the phone.
            I quickly went downstairs and open the door to see my red nosed friends standing outside the door. Her eyes was sparkling with tears in the moonlight. More than once I have thought about how pretty Erica is, but that night there’s something about her being so sad and the moonlight shining on her made her look so beautiful.
            “Was wrong?” I asked quietly while I took her hand and led her inside and closed the door behind her.
            For answer I got a hug and more quiet sobs into my shoulder. I lead her quietly upstairs to my room so I don’t wake my parents. After I closed my bedroom door behind me and led her to my bed where we both sat down on the edge of the bed. By now the top of my white shirt is soaked with Erica’s tears.
            “Was wrong honey?” I asked again, while I hold her again my breasts.
            “Me and mom had a fight.” she said, and more sobs follows.
            All I could is hold her close. After awhile I pushed her gently back so I can look into her beautiful face and said: “You must be tired. Lets talk about this tomorrow.”
            She just nodded and we bother climbed into my big queen size bed. We held each other for awhile before I realize she was caressing my left breast. I let her keep caressing while laying there feeling myself getting extremely turned on. I have always been shy because of my secret, and I was trying my hardest not to let it show through my loose black shorts that I always wear when I go to sleep. She looked up into my eyes with her beautiful green eyes after awhile. I can’t help but leaned close and kissed her on her soft lips. She kissed me back as her hand went up under my white tee shirt to grab at my breasts. After a few passionate moments we broke the kiss. All the while I can feel my secret getting hard and hard. I know that soon she’s going to find out about my little growing lump in my shorts, although at the moment she is concentrating kissing and licking my nipples through my tee shirt which is driving me deeper into the ecstasy grove that she is leading me into.
            After a while she looked up again I know instantly that’s she‘s going to move down. All I can do is just gave her a little nervous smile before she put her hand on my leg and moved up slowly towards the inside of my thigh, while the whole time kissing and sucking on my nipples which is now hard. I squeezed my eyes shut waiting for the inevitable moment to come. All of a sudden I heard a gasp and felt her whole body froze. I looked down nervously into her face which is already looking back at me. I can not read her expression except that her mouth was open. I was so terrified at that moment and then the unexpected happened.
            Her unreadable expression turns into a smile and kissed my mouth while her hand rubbed the length of my cock through my shorts. After awhile my cock is to its max length and throbbing. Erica slipped my shorts off and moved my panties to the side, took my cock with her hands while stroking it making the tip of it wet with my own juice. She then ever so slowly kissed her way down to the tip of my cock. She licked and slurped with practiced accuracy that sends me straight into the center of the ecstasy grove and ready to explode with pleasure. Just seeing her sucking and tasting my juice is enough to make me go over the edge. But with great effort I looked down and led her gently away from my cock now wet from my juice and her saliva. I kissed her mouth while slipping her tee shirt and tight shorts off exposing her ever so perfect body. I sat up to took my white tee shirt off and turned her gently to her back and kissed her mouth passionately. I moved down to her beautiful breast and nibbled on her nipple. She sucked in the air to show her pleasure. My hands roamed her body leaving goose bumps every where I touch. I finally left the nipples behind and moved south. My lip glazed over her thin stomach, stopped for awhile around her belly button. Erica ached her back to show how much she enjoyed and begged me quietly with her moans to go lower. I finally arrived at her little shaved pussy. Her clit is dark pink almost red and moist with her own juice. I can smell her wetness and didn’t wait another second before I licked her salty juice. I looked up at her while I was sucking and licking her clit. Erica had her eyes closed and was moaning quietly. She had her left index finger between her teeth biting it lightly while her right hand cup around her right breast. Before long she hit her first orgasm of the night. She wiggled her up body then shivered while holding my head with both of her hands. After the spasm was over I moved up to her mouth and kissed her deeply. Our tits mashed against each other while the tip of my cock is rubbing against her clit. I broke the kiss after awhile and looked at her through my straight black hair which is dangling in front of my face, the tip of them inches away from Erica’s face. She looked back and nodded. I slowly eased the tip of my cock to her entrance and rubbed her clit with the head of my cock. Although I have seen a couple of porno movies and have imagined doing it before, I have never actually done it for real. I didn’t quite get my cock in her the first couple of tries. Then finally I looked into her smiling face nervously. She took my cock with her right hand and guided into position and mouthed for me to push. I gave one gentle push and my cock slipped in easily with the natural lube from both of our juices. Erica’s eyes were closed and gasping with pleasure every time my cock disappears inside of her. My hip pumped faster. We became so wet I can hear the wet noises as I pumped. I hugged her tightly as I concentrated on the pleasure of my penis going into Erica’s tight wet hole. She was hugging me tight so our tits mashed together as I pumped her overflowing pussy faster knowing I wont hold it in much longer. “I’m ganna to cum.” I whispered into her ear. “Me too Nic. Cum inside of me. Hurry!” she whispered back between quiet moans. I pumped harder, and soon I was shooting my load deep side of her pussy. She came too as her pussy become tight around my cock.  I didn’t stop till the last of my cum came out. We laid with my cock inside of her pussy for a long time. Finally after we are breathing normally, I pushed up and kissed her lips and said: “well you keep my secret?” All she managed was a smile and a nod before she slips off into sleep with me in her arms. 

Salacious Sarah

LustyLee77 on Transgender Stories

 

Salacious Sarah

By LustyLee77


Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight home to his wife but she left early that morning to visit her sick mother in Alab

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ama and would be gone for a week so he decided to take in the sights of the city.


After walking for awhile he decided to stop in a tavern and quench his thirst with a cold beer. The jukebox was playing that old-time rock&roll music, the atmosphere seemed friendly, so he made his way to the bar and ordered a beer. The girl behind the bar was cute and sociable; he relaxed, ordered his third beer, looked around the bar and was confused when he spotted women dancing with women and men with men as well as men with women.


He was spellbound watching the interracial, mixed gender, and varied age group couplings on the dance floor. The spell was broken when a tall, beautiful black woman dressed in a low cut red dress asked, “Excuse my but is this seat taken?”


The startled man replied, “No, not at all, have a seat.” Joe bought them both a drink and learned that her name was Sarah. Joe was captivated by the 22 year old ebony temptress and readily accepted when asked to dance. As their bodies pressed together Joe could feel his arousal growing when she whispered in his ear, “You are so handsome and nice, I just might take you home with me tonight.” Sarah was fondling his buttocks and remarked that she could feel his cock stiffen.


They went back to the bar and Sarah noticed his wedding ring and asked, “Does your wife know that you are out on the prowl darling?” Joe explained that Tammy was out of town and at her request he showed Sarah a picture of Tammy. “”My, my, Joe she is beautiful, long blond hair, big blue eyes, she looks delicious, are you sure you want to fool around and risk losing your beautiful wife?”


“Well, I have never cheated on her but you are so beautiful and I have always fantasized about being with a black woman.”


Sara gave Joe a wicked smile and told him, “Baby, after tonight you still will never have been with a black woman because I was born a man, a rather large one at that.” The bewildered man could not believe his ears as he gazed at the 6' well stacked, sexy creature beside him. Confused and tipsy from the beer, Joe agreed to go to Sarah's apartment for a nightcap.


Once inside Sarah got them both a drink, went into the bedroom, took off the tape that held her cock in place, and slipped into a satin robe. Soft music was playing, the lights were dim, and Sarah snuggled next to the dumbfounded husband and lowered her thick red lips to his. They kissed passionately, her long tongue probed his mouth, and her hand went down to his already erect cock. He thought to himself that this was so wrong. He was married and the she was really a he. Just as he was about to object Sarah took Joe's cock out and sank to her knees. He let out a groan as her hot mouth engulfed his 6”hard cock. All thoughts of telling this sexy creature no were gone. After about ten minutes of pure pleasure Joe shook and quaked to a sublime climax. He was astonished as he watched the he/she swallow every drop of his sticky cum.


Sarah stood and kissed him on the lips again, he could taste his own cum on her sexy lips. Then she dropped the black robe to the floor and stood naked before him. His eyes traveled from her beautiful face to her 34C pert tits down to the swinging black snake that was longer and fatter than his own and it wasn't even hard yet! Joe looked back up to her face and she temptingly said, “Come on baby, take it in your hands and play with it. I know that you want to so don't be so shy. It won't bite you darling, my big dick needs your attention so just enjoy yourself.”


Joe had never even thought of being with another man before but this was different. Overcome with a strong desire and curiosity Joe reached out and stroked with one hand and cupped the large ball sack with the other. He could feel the monster growing in his hand and was captivated by the 10”cock and could barely wrap his hand around the pulsating prick. Sarah gently pulled his face to the throbbing black joy stick and urged, “Put it in your mouth and suck on it baby. First kiss it all over then suck my big black cock deep into your hungry little mouth. I want to fuck your face and teach you how good it is to suck a big old dick and taste a hot load of cum. Come on baby, do it and do it good.”


Joe's head was spinning, he thought of stopping but was compelled to put his lips to the irresistible hunk of meat and kiss up and down the long shaft. As he kissed and licked the bulky head of the ebony cock he opened his mouth and sucked with passion. He couldn't believe how arousing it was to surrender to his own deviant desires. He lovingly ran his tongue over the throbbing veins as he sucked as much of the passion pole into his mouth as he could. The thickness of the plowing cock stretched his mouth to the limit. He gagged and chocked when Sarah held his head tight and forced her big cock down his throat. He couldn't say or do anything as he felt the hard cock stiffen even more and then eject what seemed like a river of hot cum down his throat. With a plopping sound she withdrew her cock from his mouth and rubbed it all over his face and demanded, “Now lick it clean baby and then tell me how much you like it.”


Joe obediently obeyed and licked all the cum off the semi-hard cock and submissively uttered, “I never would have thought it but yes,I love your sexy body, you are so awesome and I love your big black cock and delicious cum.” Sarah led him to the bedroom and helped Joe disrobe. They got in bed and with Sarah on top, they shared a wild sixty-nine. Joe was hard once more and felt Sara's cock growing again in his mouth. As she gobbled up Joe's cock Sarah inserted a finger in his ass hole. Sarah lifted herself off her white lover and rolled him over and instructed him to get on his hands and knees. She vigorously stroked his cock as she put her mouth to his puckered brown hole. He felt a strange but pleasant sensation as her tongue probed his butt-hole. Then she kissed his buttocks as she placed one then two fingers up his hole.


Joe screamed out in shock and pain as the fat cock entered his puckered hole. Sarah grabbed a fist full of his light brown hair, pulled his head back and told him, “Now, now, don't worry baby, I will be gentle. It will hurt for a little while then it will feel marvelous, trust me. There is plenty of lube on my cock and up your butt to make it nice and smooth so just enjoy the ride.”


Slowly but steadily Sarah increased the speed and depth of her strokes until Joe implored, “No don't! It hurts, please stop pleaseeeeeeesss ... Nnoooooooo!” Sarah smiled as she thrust deeper into the stretching bum-hole and felt it expand. She knew that as her big cock rubbed his prostrate gland he would cum and learn to love a big cock up his boy-pussy. She plowed away with vigor and soon felt him push back as the pain subsided and gave way to intense pleasure. She shoved it all the way in until she felt her balls slap his ass-cheeks. His groans of pleasure increased her own arousal and she could no longer hold back as she shot a stream of cum up his bowels.


Joe spent the night and before leaving he invited Sarah to his home in Cherry Hill New Jersey. They exchanged numbers and Sarah promised to call him the next day. When he got home there was a message from Tammy on the answering machine. He called his wife and told her that he went out drinking by himself. After he hung up he felt horrible for keeping a secret from his loving wife. He thought about calling Sarah and telling her that they should never see each other again but felt pain and a deep sense of loss at the prospect of not seeing her again. He wondered if he was gay now and he laughed at calling Sarah a she all the time when she had such a big dick but everything else about her was seductively feminine. He pondered their move to New Jersey and his job with a law firm in Philadelphia. The money was good and they had a nice house but back home he would never have had a gay experience. He had mixed emotions as he thought about everything.


The next day was Sunday and Sarah called and agreed to come over. After hours of wild sex Joe asked. “Does this mean that I am gay now? I not only enjoy taking your big cock up my ass but fucking your shapely rear-end was fantastic. There have been a lot of first times with you; first time sucking a cock, first time letting a man give me a blow-job, first time taking it up the ass and first time fucking a butt-hole. I don't know what to think.”


“No that does not make you gay. You will see when the little wife gets home. You are more then likely bisexual just like me. I simply adore sex with men and women but as you know a tight ass hole is my favorite; it's hard to believe that you never fucked your wife's sweet ass! Say, I have a female roommate, she is a stripper, she prefers chicks but is bisexual as well; come over to my place after work tomorrow and we will see if you still like pussy! By the way, always refer to me as a woman even if I do have a huge cock.” The lovers kissed goodbye and looked forward to seeing each other the next night.


After a long day at the office Joe hurriedly walked to Sarah's apartment. He rang the bell and was pulled in by Sarah and Busty Bertha. Joe was in shock as he stared at the two ebony beauties. As his eyes fixed on her awesome 44DD breasts he didn't have to ask how the stripper got her name. They pulled off his clothes and led him into Sarah's bedroom. Joe was pushed on his back and took turns orally satisfying the big black cock and hairy black pussy while they played with and sucked his hard white cock. Busty Bertha laid back and spread her legs invitingly. Joe did not hesitate to get between her legs and slip his stiff cock up her sopping cunt.


Joe fucked furiously, it felt so good and he was delighted to learn that he still loved pussy. Bertha's long legs wrapped around his waist and she fucked back vigorously. Then Joe felt the now familiar probing of his butt by Sarah's anus spoiler. Joe never felt so completely lost in lust in his whole life. When Sarah filled his ass hole with cum he shot his seed into the squishy cunt and felt like he was floating away. It was by far the most intense climax of his life, he almost passed out but after a few minutes was able to regain his composure. Joe thought that it was over but they teamed up and both sucked and kissed his cock hard again. After a three way oral orgy Bertha got on her hands and knees and accepted Joe's cock up her ass crack. While he pounded away in her ass Sarah did the same to his.


Exhausted they went into the living room for a drink, they didn't bother to dress. Bertha praised Joe telling him that he was the best man that she has had in a long time. Sarah gave the stripper a questioning look and Joe said, “Thanks but after Sarah fucked you how can you say that?”


Busty replied, “Listen here honey, I know that some dumb bitches think a huge cock is all that but I don't see it that way! I don't care if Sarah likes it or not but I will take your perfect sized cock any day. I guess some cunts enjoyed being strangled to death but I prefer to be tickled to death. Sarah tells me you are married; let me see a picture of your wife.”


Joe walked back to the bedroom, got dressed, went back to them and showed Busty a picture of his loving wife. Busty Bertha licked her lips and declared, “Joe honey, she is one fine looking white girl; I want to ravish the bitch and make her my own cunt lapping little slut. Admit it Joe, you would love to watch me and her getting it on, wouldn't you baby?”


“Well I...uh...I guess so but she is straight laced and would never do such a thing. Tammy is beautiful and a great person but is not very adventures in bed; she is rather conservative, I have been her only lover and am sure that her making love to another woman is out of the question.”


Busty laughed and told him, “You are just afraid that she will love my black cunt just like you do. Bring her over for drinks some night soon and we will see what happens.” Joe kissed them goodbye and nervously walked to his car. During the ride home visions of his wife and Busty Bertha filled his head. What frightened him most of all was the picture in his mind of his sweet wife eating out the ebony empress was making his tired dick hard again. He thought about how much he had changed in less than a week and how perverted he had become.


On Wednesday night Sarah came over to his house. While enjoying a drink together on the sofa Sarah reminded him that his wife would be home Friday and that he better get on his knees and suck her big cock. Joe happily complied and was bobbing for apples when Tammy entered the house and screamed out, “You son of a bitch! How could you do this to me? I come back early to be with you and find your face buried between a black girl's legs. You are disgusting, I want a divorce, just go to hell, you bastard.” With tears flowing down her cheeks Tammy stormed up the steps and slammed the bedroom door shut.


Sarah whispered, “You better go upstairs and make up with her. I will go and you can comfort your wife; she is hurt and it is all our fault.”


“No don't go now. I don't want to face her after what she just saw. I simply can't. She is out of her mind and who knows what she might do? Just give her time to cool off and then we will talk to her together.” Sarah did not agree and went upstairs to console the distraught wife.


The ebony he/she slowly opened the door and entered. Tammy was sprawled across the bed sobbing her eyes out. Filled with compassion, Sarah sat beside the heart broken young woman and ran her long black fingers through the wife's blond hair and said, “I'm so sorry darling I didn't mean to hurt you but I know we did. Let me make it up to you baby.”Sarah ran her fingers down Tammy's back and gently caressed her buttocks.


Tammy turned her head up and blurted out, “What the hell do you think you are doing? You are one sick woman; you have sex with my husband and then come up here and tease me!” Please stop it right now, I am not into women, that is disgusting.”


Sarah stood and dropped her skirt revealing the monster dick. She saw the look of disbelief, shock, and desire in Tammy's blue eyes and said, “You don't have to be into women to want me baby. Now is the perfect time to get even with your husband so come and get it, I know you want to.” Tammy was frozen and didn't move so Sarah got behind her, lifted her skirt, tugged down her white panties, and kissed her sweet ass. Sarah kissed her way down to the sopping pussy and smiled when she heard moans of pleasure as she licked the wet canal and nuzzled her nose into the tight ass hole. Tammy squirmed and humped back at the face of her husband's black lover.


With her nose still up the brown hole and her tongue lapping the drenched pussy Sarah inserted two long fingers into the steamy cunt. The young wife had never been eaten out so well before, nor had she ever felt anything up her rectum, the sensations she was experiencing were driving her crazy with lust and she felt an orgasm building in her smoldering slit. As the pure pleasure of the earth shattering climax rocked her body Tammy moaned, “Oh god, Oh god, feels soooo good! Yes, yessssss!”


Sarah continued licking the juicy treat before standing beside the bed. Tammy looked up to see the he/she stroking her ebony joy stick. Sarah took the girl's hand and helped her to sit on the edge of the bed. Sarah stood close to the impassioned blond and moved her cock slowly all over Tammy's pretty face. The throbbing cock was leaking sticky juice all over her face. The sweet wife was overcome with desire and carnal lust. There was no denying that the big black cock was turning her into a cock craving slut. She lifted her small hands to hold the object of her desire. She was mesmerized, she slowly stroked it with both hands, she shivered when she felt the large veins, and she felt a wicked thrill as she observed her wedding ring and white hands stroking the massive man meat.


Without being told she parted her pink lips and wrapped them around the plum head of the big dick. As she accepted more of the man meat into her mouth she licked lovingly and with her hands she continued stroking and cupped the ball sack. Tammy felt so naughty and slutty. She was really in-to sucking the big cock and was overcome with carnal cravings. She reached up to fondle Sarah's breast as she worshiped the ebony cock with her mouth. She was so enamored with the mammoth hunk of flesh that she was having another orgasm as she slurped with fervor.


Sarah removed her cock from Tammy's sucking mouth, noticed how wet her cock was, and thought how sexy Tammy looked with her mouth fluids dripping from her sweet lips. Tammy looked so disappointed that her mouth was empty and wanted to fill it again but was thrilled when Sarah asked, “Do you want me to put this big thing up your sweet little pussy? Would you like to feel it deep inside you? Baby, just tell me what you want me to do.”


“Oh yes, I want to feel you deep inside me, please do it, please!” Sarah made the girl strip naked, get on the bed on her hands and knees and then slowly slipped her cock into the wet opening. Sarah fucked her hard and long. Tammy lost track of how many orgasms she had while being stuffed and pounded by Sarah. Tammy never before had her pussy so full and the big dick hit spots that had never been touched before. Sarah roughly squeezed the blond's 36C tits as she unmercifully fucked the stretched cunt to yet another sublime orgasm. Tammy wondered how Sarah could fuck so long but was not complaining. She was aware of the fingers going in and out of her ass hole as Sarah fucked her dripping honey-pot but was too far gone in lust to think anything about it.


Tammy was puzzled when the big cock withdrew from her hungry pussy and moved slowly over her buttocks while two fingers were fucking her little brown hole. When she felt the huge cock head probe her butt she screamed out, “No, no please don't. It is too big and will tear me apart. Please stop, pleaseeee!”


Joe heard the screams and rushed upstairs. When he opened the door he was shocked to see the unlikely scene on his bed. Just as he was about to speak he saw Sarah raise her finger to her lips that signaled for him to be quiet. Sarah resumed rubbing the creamy buttocks with her cock and said, “So you won't take my joy stick up your tight little bum-hole then what do you want me to do with it?”


“Please put it back in my pussy and keep fucking me until you cum up my horny twat. My pussy is so hot and wet for your big cock; please fuck me some more. Please!” Sarah was turned-on by the white wife's begging and slipped her big black cock back in to the slushy cunt and rammed it in to the hilt. The erotic scene before him swiftly caused his white cock to become erect as Joe stroked his dick while watching his loving wife submit totally to his black lover. Watching and listening to his wife hump back at the black cock and squeal with delight as Sarah shot a load of cum deep inside his wife brought him to a tingling climax. Joe couldn't believe that watching his sweet wife become a black cock craving submissive slut would be such a turn on. He should be angry but instead he was overcome with decadent lust and deviant desire.


Before Sarah left they discussed the situation and Tammy even invited Sarah to move in with them but the cross-dresser wanted to maintain her independence, much to Tammy's dismay. Sarah noticed her disappointment and assured her that they would have many good-times together. The transsexual kissed them both goodbye and promised to call.


After Sarah left Joe stated, “I can't believe that you gave yourself so easily to Sarah. I thought you loved me and didn't want anyone else. You acted like a total fucking slut!”


Tammy quipped, “Listen to you going on about me being a slut. It is all your fault for bringing Sarah into our home. I thought that I came home and saw my husband eating a black pussy when he was really sucking a big black cock. That makes you a fucking cocksucker and you have the nerve to condemn me? I never would have known another if it wasn't for you; it is your own damn fault and yes, I loved her big cock and want more. Don't give me any more of your bullshit; we are either in this together or we will go our separate ways, it is as simple as that. I will leave it up to you, what do you want to do cocksucker? By the way , I saw you jerking-off while watching me getting fucked!”


“I.. uh, hmmm, you are right. Please forgive me; it is all my fault but I still love you so much and will do whatever you want me to do. It hurt me to see you enjoy making love to Sarah but it excited me as well. Don't leave me honey, I love you.”


“I love you too but I have been introduced to sexual pleasures that I never knew existed and want more. From what I can ascertain you are as hooked as I am. Hopefully we can separate love from lust and stay together. The road will be slippery and paved with deep holes that could drop us into the abyss but it is the rocky road that we have chosen to travel and I think that on our journey we will experience sexual highs that are beyond our imagination. I eagerly anticipate a passion filled trip into sublime ecstasy that will rock our entire world. I only hope that the we will experience more highs than lows. We have entered a strange new world and there is no turning back now so let's just enjoy the trip.” The loving couple went to bed and made love like never before and went to sleep wondering where this new road would lead them.


A couple of days later the phone rang and Tammy was thrilled to hear Sarah on the other end of the line. Unable to contain her excitement Tammy exclaimed, “It is so good to hear your sensuous voice again; when can we see you, I miss you so much.”


“Take it easy white girl, don't drool all over the phone. I want you to have to wait until you are ready and willing do anything to be with me again. That includes taking my cock up your sweet white ass; think it over and let me know.”


“OK, alright, I will do it! I need you Sarah, just hearing your voice is making my pussy flood and tingle. Your thing is so big and it scares me but if that is what you want then my ass is all yours.”


“Put your fingers in your cunt and make yourself cum for me. Tell me that you are my fuck-slut and that you love my black cock. I want to hear you say that you will do anything and everything that I tell you to do. Get yourself off and beg for me to ravish your sweet, virgin. white ass.”


“Three fingers are now in my wet pussy, I am so hot for your cock, I'm ready to cum while talking to you and I want to suck your cock, feel it in my pussy, and then let you ram it up my virgin ass but please don't hurt me too much. Oh Sarah, the dam is bursting, cum is oozing out of my pussy, I am all yours baby and I want to worship your delectable dark hunk of meat. Take me, fuck me, make me your white bitch, and use me anyway you want to. I need your divine cock, oh, oh. Yessssssss!”


“Good girl, now lick your fingers and taste that nasty cunt of yours. Alright bitch, have Joe bring you to my place Saturday at 9 pm. Dress sexy and be ready to cum all night long. Let me warn you that I am a fucking tramp and never commit myself to any relationship but I really want your white ass and we can have a lot of good-times together.”


“Thank you Sarah, we will be there, you can count on it I can't wait to see you again; you don't have to make any promises; I just want to be with you again.”


“Did you enjoy your pussy juice? I'm getting hard thinking of you sucking the girl-cum off your fingers.”


“It made me feel cheap and degraded but much to my surprises, I loved it!”


“Good, every time you have sex with your husband I want you to lick his cock clean afterwards. It is important that you learn to love the taste of pussy because I have plans for you. Goodbye love, see you Saturday.” Tammy hung up and wondered what plans Sarah meant but was resigned to comply with any demands the stunning he/she made of her.


Saturday the young couple knocked on the apartment door nervously anticipating what Sarah had planned for them. The ebony knockout ushered the white couple into the living room and handed them each a glass of red-wine. Tammy was surprised to see two other black women and sat between them on the sofa at Sarah's bidding. The blond wife was introduced to Busty Bertha and her friend Naomi. The three blacks all wore blue satin robes. Sarah told Tammy. “I thought that I told you to wear something sexy bitch, is that the best you can do?”


Busty evaluated the blond's attire and offered, “I don't know Sarah, I kinda like the goody-goody little housewife look. She looks so sweet and innocent in her pink sun dress. If you ask me; she looks good enough to eat and that is just what I intend to do” They all laughed when Tammy's eyes opened wide and she turned bright red with embarrassment.


Sarah shot back, “Well nobody asked you did they? Take the bitch to your room and dress the slut for me. You know what I like, so do it.” Bertha led the trembling woman to her room and demanded that she strip naked. Tanny got down to her panties, bra, stocking and heels when she was ordered to lose the underwear as well and keep on the stockings and shoes. Tammy was fighting her feelings of fear and shyness when Bertha slipped off her robe and put on light-blue stockings and hi-heels. Tammy could feel her face redden when she gazed at the black woman's huge tits and hairy cunt.


The blond was then led to the bathroom, her lips were covered with bright red lipstick, a heavy layer or rouge was applied to her cheeks, her eye-lids and brows were painted with thick purple markings, and dark mascara was applied to her eyelashes. She was told to look in the mirror and see what Sarah likes. When she looked she saw a cheap whore staring back at her but somehow it made her feel wild and daring.


Bertha led the blond back to their spot on the sofa and they were greeted with applause. The other three were now completely naked and Tammy was handed a weed and her glass of wine. It all seemed so surreal to the white woman as her eyes took in the erotic sights of the naked blacks but her gaze kept returning to the massive black meat between Sarah's legs that brought her so much pleasure. She had no idea before Sarah that a cock could be so big or feel so good. Trying to conceal her cravings she turned to Naomi and asked, “How old are you dear? You look like a teenager.”


Bertha spoke for the girl saying, “She is 21 but with her slim build and flat chest she looks much younger. She is a big hit at the club we both work at. The perverts that want a schoolgirl just adore her angel face and slim body. While on the other hand, the ones that want a big bad black momma go wild over me.” Tammy's eyes were glassy, her head was spinning, and her pussy was twitching.


Sarah was feeling no pain herself and commanded, “I want to see a show everybody! Joe get over there and eat Busty Bertha's black cunt and Naomi taste some white pussy.” Tammy looked through her foggy eyes down at her husband lapping the hairy black cunt and jumped when she felt Naomi's tongue invade her hot hole. The white woman offered no resistance when her blond head was drawn to Bertha's mammoth mounds. The more her pussy was licked and sucked the harder she nursed on Bertha's big black tits. Her blond head went back and forth, she sucked with fervor and was astonished to discover how much she reveled sucking and fondling the big black tits. She bit down on the rubbery nipples as she reached a shaking orgasm and squealed in ecstasy when Naomi kept licking and sucking her smoldering slit.


Bertha pushed Joe away and laid back on the sofa. She spread her long black legs invitingly and instructed Tammy to bend down for a closer look at her hairy fuck hole. The buzzed blond moved closer and just stared at the swollen pussy lips, the protruding clit, the dripping nectar, and the pink insides of the Black Dehlia opening before her eyes. The perfume from the opening flower was intoxicating and enticing as Tammy inhaled the alluring scent that flowed from the burning black hole. Naomi got up and positioned herself behind the entranced young wife and lifted her legs up and on the cushion. As Naomi worked Tammy from behind; the blond lowered her face to the tantalizing clam and licked it slowly.


Tammy found the savory sauce tasty and lapped with zeal. Bertha grabbed a fistful of blond hair, pulled the white girl's face tight to her sloppy cunt and screamed. “Oh yeah, oh hell yeah. Eat my black pussy baby, lap it all up; that's it, suck my clit and nibble on my pussy lips. I've been longing for this moment ever since I first saw your picture. You are a natural born cunt lapper; look up at me, I want to see your big blue eyes while you eat my nasty cunt and I wash your white face with my girl-cum. Oh shit yes, suck, suck baby, yesssss.” Tammy sucked the sopping slit like a woman possessed and lovingly licked up every drop of pussy juice and cum.


Tammy finally lifted her face from the juicy clam and Bertha told her that she looked so cute with her face glistening from girl-cum. The black bombshell then rolled over and ordered the submissive white girl to eat out her black ass-hole. Naomi took the lead, lifted her mouth from Tammy's dripping pussy, and wormed her tongue up her tight ass hole. Tammy kissed all over the big black buttocks, mustered her courage, licked the brown opening, and then squirmed her pink tongue into the smelly cavern. Tammy felt humiliated, disgusted, and debased but also found it extremely arousing. As Naomi finger fucked her pussy and tongued her butt Tammy stuffed three fingers up Bertha's cunt while pushing her tongue as far up the black ass as she could. The three sated women collapsed in a heap of exhausted bodies.


Sarah and Joe were both stroking their cocks while watching the lust crazed women feast on each other's smoldering holes. After regaining her composure Bertha rolled over again and said, “You kids sure are a lot of fun. Tammy from now on you are my white cunt lapper and Naomi you are my black pussy licker. You did a fabulous job on my pussy white girl but now it is time for the main event. Get your white ass over there and give Sarah what she wants.”


Tammy looked over at the two stiff dicks and strutted over to give it up to her transsexual stud. Naomi asked Bertha, “What do you mean kids? We aren't that young and what about my pussy? I feel so neglected, I need a hot tongue up there bad.”


“Well little girl, you are all in your early twenties and I an 36 so to me you are all kids.” Bertha waived her finger beckoning the younger woman over. Naomi displayed her white teeth in a big grin and waisted no time straddling Bertha's face and lowering her bald pussy to Bertha's mouth. Sarah told Joe to join the black woman while she satisfied Tammy. Joe got between Busty Bertha's lewdly spread legs and lapped with fervor.


The white wife laid down on the carped and swooned when the big cock invaded her overheated pussy and cried out lewdly with each thrust of Sarah's mighty weapon. Tammy wrapped her creamy legs around the transsexual and declared, “Oh yes, you are the best. It feels sooooooo good, fuck me baby, pound me with that big thing, yessssssssss!” Tammy's vocal exclamations were muffled when Naomi lowered her bald black pussy to the white girl's mouth. Tammy reached several orgasms while being drilled into the rug and sucking the black girl's juicy pie.


Naomi remained glued to her mouth as Sarah lifted her ivory legs up and let them rest on her shoulders. Fear and pain filled her entire being as the probing pole entered her tight ass-hole. It hurt so bad that tears ran down her face and mixed with Naomi's pussy juice. Just when she thought that she couldn't bear the pain any longer; the hurt subsided and gave way to a relaxed state of submission. The fullness in her rectum began to feel good and she yielded her ass to Sarah in sweet surrender. Muffled sounds of lust escaped her mouth as Tammy fucked back hard. When she felt a load of hot cum shoot up her butt Tammy orgasmed hard and sucked the black girl's cunt in a wild feeding frenzy. Sarah pumped a few more times and then pulled out with a loud plop. Sarah stared down at the stretched wide hole leaking cum and exclaimed, “Tammy baby, you have the best ass that I have ever fucked and there have been many. No need to worry about me wanting to see you again; I will always have time for you and your sweet ass.”


Naomi dismounted Tammy's face and went to examine the stretched wide ass-hole and sighed in disbelief at the sight of blood and cum leaking out of the wide cave. Tammy looked to see if her husband had witnessed her debasement but he was busy fucking Bertha. Before the young couple went home Sarah told them that they could go out together and pick up men and/or women, it didn't matter. This time when they got home they showered and went to sleep; they were much too exhausted to have any more sex that night. They both pondered what was next.

THE END      I appreciate all comments and feedback at lustylee@cox.net












Nylon Mistress on Transgender Stories

Liza giggled as she sat back down on the sofa, a mischievous smile on her face.

"Whats so funny I asked?" wondering what had tickled her fancy. After all the only thing that had happened was that she'd just been to the toilet to relieve the pressure that the 3 or 4 glasses of wine that we'd both had must have been causing her.

"Come on what brought on the giggling fit?"

She stood up and came over to me. In what seemed like a strange move she turned side on to me and put her foot next to mine.

"Yep thats about right then, quite a bit bigger just like I thought" Then she laughed and sat back down again, her face glowing and two eyes that just said mischief.

"Umm is that a surprise? Of course my feet are
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bigger than yours!"

"No it's not really a surprise, what was the surprise was what I saw in your bedroom"

"What do you mean? Why were you in there?" I said, trepidation building in my body as the words came out of my mouth.

"Oh I didn't go in there initially, I just glanced in  as I was coming out of the bathroom, and I couldn't help noticing the pantyhose hanging over the side of the bed. Then my curiosity was piqued and I saw the lovely black Maryjanes on the floor below. Thats why I wanted to check what size you were. And as it happens you seem to be about the correct size to fit them. And what was even stranger was the shoes are exactly the same as these ones I'm wearing today. So...anything you might want to tell me?" and her voice trailed off as she laughed again.

"Umm well they belong to.." and she sharply cut me off "Don't give me a bullshit story, I know they're obviously yours..so what's the deal?"

I didnt know what to do, I was caught red-handed with no escape. My little secret had been uncovered and I could barely get a word out in explanation.

"Well...it's just that every now and then I...." and then my own voice caught as I tried to work out what to say. The evil look on her face was one of fun though, and I suppose the wine had made us both a bit more open to surprises so I blurted the truth out.

"Look, I've got a real fetish for some things. And as it happens pantyhose and heels are top of the list. I really get off on wearing them, I know its weird but I cant help it"

"Yeah OK I got no problem with that, but is it an accident that the shoes I saw match my own perfectly?"

"Well no...What REALLY gets me going is to wear something that someone I know wears. I love looking at what all the girls at work wear and trying to get my own.And I like yours especially. It takes a while to find out the right brand and everything, and then to get some that fit me, but when I do... well... And I knew you were coming today and I was hoping you'd wear those shoes so I sort of prepared by wearing mine for a while earlier. Oh god, you probably think I'm a real nutter"

She looked across at me and then stood up. "Well come on then, if you like to wear them that much we should match now. Come on, put em on and show me"

My heart was going a million miles an hour. I was terrified but excited at the same time. Liza was about to help me live my ultimate fantasy. Even as she dragged me into the bedroom my dick started to stiffen. Oh god, how was I going to hide it!

We sat on the bed and she told me to take my jeans off. I dropped them to the ground and then removed my socks.

"Ok put the pantyhose on for me" I did as I was told and she said "Oh dear, you even know how to put them on properly, you've obviously been doing this for some time. And by the looks of things you really do enjoy it too" as her eyes glanced downward toward the throbbing member that I could no longer hide.

"Come on, shoes next" and I reluctantly slid my feet into the heels and buckled them up.

She looked at me and said "You know ordinarily I wouldnt be interested in you, as you know, we're just friends. Maybe its the wine talking but this really turns me on I have to say." She leaned across and kissed me lightly on the lips.
"So, it seems a shame to waste this, what say we have a bit of fun then?"

I wasn't sure what she meant but then she rolled over and pulled me onto the bed. She positioned me face down and then removed all her own clothes except her own pantyhose and shoes. She slid on top of me and for the first time I felt the exquisite feel of nylon upon nylon as she moved her own legs in and out of mine. My god the feeling was incredible, it was everything I'd ever hoped it would be, and I was in heaven. Judging by the noise she was making it was something good for her as well. Every time she moved her leg a tingling sensation went through me and I was sure that I'd cum in record time.

"Do you want to swap around?" I heard her say?

"In what way?

"This time you can be the girlie" and I felt her rip a hole in my pantyhose and her finger started playing with my rear. Oh god this isn't what I'd planned, I'm not sure I want to go here. But she kept going and pretty soon I felt her slender finger invading my crack, and then slowly sliding inside my hole.
Is this what its like I asked myself? I know I'm not gay, but boy does this feel good. Liza kept it up for a while with her finger exploring everywhere inside my hole and I was going wild with delight.

"You got a vibe or a dildo?' she asked?

"Umm yeah in the bedside drawer" I figured she was going to let me play with her a bit now. I didn't think we'd actually fuck as such, I didn't think that she'd want that so the vibe request seemed reasonable. But I was wrong. Seconds later I felt a healthy squirt of lubricant on my ass and then the tip of the vibe was nesting in my ass crack

"Oh I'm not sure we should go down this road?"

"Don't be silly, if you're going to dress like a girlie you need to be fucked like one, I think you might just enjoy it" she said as she pushed the first part of the vibe in my hole.

Oh god it felt like a telephone pole it was so big, but I couldn't disagree that it was making me extremely horny and my dick had never been harder. She pushed more, and more and gradually the whole length was inside me. I'd never felt anything like this before and although it was uncomfortable, I wanted more all of a sudden.
Liza started to move it in and out in long slow strokes, gradually building up momentum. Almost involuntarily I started to respond and move with her rhythm. She would thrust and I would push back. It was feeling incredible and she knew I was enjoying it.
By this stage she'd moved into a reverse position so she was next to me and her pantyhosed legs and feet were next to my head as she concentrated on fucking my hole with the vibe.
I grabbed one of her feet and started to lick her leg, my tongue dancing over the nylon and occasionally onto the leather of her shoes. I was surprised to hear her moan, obviously she had some fetish in this area as well. I renewed my licking and slipped one of her shoes off and started to suck her toes through her hose. She momentarily stopped fucking me as she gasped with pleasure. Seems we both shared some enjoyment here.

"Are you ready yet?" she asked me in between moans

"I'm so close it doesn't matter, and if you slam that thing inside me one more time I'm gonna flood the bed soon"

She pulled the vibe out of my swollen ass and quickly rolled me over onto my back. She grabbed a spare pair of pantyhose out of my drawer and wrapped them around my swollen member and then placed her mouth over them as well. My cock went into her mouth surrounded by nylon... I was in heaven and living my ultimate fantasy, and I could believe it.

"Oh god I'm gonna cum...you gotta let me cum" I yelled.

She ripped a hole in my pantyhose and swivelled around and stuck her finger back in my ass hole. Then she positioned her own feet next to my cock. With barely a couple of strokes from her free hand my cock erupted and a torrent of cum shot forth from it. The sticky juice went all over her leg and shoes,and trickled down in between her toes. It was more than I'd ever cum in my entire life, I thought I'd never stop.

"Enjoy that did you?"

"Umm, yes, very much so" I gasped trying to catch my breath.

"Good, cos Its my turn now and I snuck a look in your closet and saw all those other shoes and we're going to try them all out tonight..."

And I knew that there was a LOT more still to come.....


Diamond

girlcock on Transgender Stories

She was a vision from behind. Her long curly hair fell down her back in golden-brown and raven ringlets to brush the tops of her black leather chaps. Her bottom was bare, thrust out of the tight leather leggings, round and full and firm. The bare skin was a deep, latte brown. High-heeled platform boots peeked out from beneath the bottom cuffs of the tight chaps that hugged her thighs and calves, outlining the muscles of her strong, long and slender legs.

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margin-top-alt: auto; mso-margin-bottom-alt: auto">But it was when she turned that I knew this was one I had to have, if I could. She faced my direction and nonchalantly leaned against the pillar, looking idly off at Club X’s dance floor. I could see now she wore a slave harness that been obscured by her long hair from behind. But when she turned to me I could see how the black leather straps framed her delicate breasts, making an “X” in her cleavage. In her navel she wore a large, dangling gem that shimmered in the club light as she moved her hips slowly with the rhythm of the music.

That was almost enough in itself. But there was more.

Over her loins she wore a leather jock. Its pouch was covered with black metal studs, like scales, and I could see the brass snaps around the edges. She could pull it off with a sweep of her hand. With all that gear I couldn’t tell how large her package really was, but I wanted nothing more than to find out.

I was already imagining the discovery as I slowly made my way over to her. But I was frightened almost speechless. I’m a fit good-looking guy, six-one if an inch, with blond hair and a healthy enough sun-glow, and I was not afraid of shemales. But she was something else. “Out of my league,” I thought.

I was dressed all in rubber; a latex “t” on top of a pair of  “Mr. M.” black rubber codpiece pants, which hugged my thighs and ass. I looked good and, inside, the rubber was beginning grow slippery inside with the first faint hints of perspiration, which made me feel good, too. I could feel my cock strain slightly against the rubber fabric of the pouch. The cock-rings I wore around the base and shaft cantilevered my cock outward a little, but mostly it was all me. The rubber felt good, slipping back and forth against the tip of my cock. 

She turned and looked at me as I approached. I sort of froze for a moment, trapped as in a basalisk stare. I almost tripped over my own feet. She noticed and laughed, her head dipping forward then back, making her hair shimmer in the light. Her full lips peeled back into a wide grin and she looked me up and down, taking me in, checking me out. She put a slender hand up to her chin and cocked her head to one side in mock assessment. After what seemed like forever, she finally raised her hand and gave me a coy “come here” gesture with her index finger.

I was relieved but still without something clever to say as I swaggered up to her, trying to look bold.

She leaned over so I could here her over the thump of the music and spoke into my ear.

“Busted!” was all she said.

Her breath against my ear thrilled me and I felt the goose bumps rise on my arms. She noticed and gently wrapped her hand around my bicep, caressing downward, and took my hand in hers. I trembled at her touch. She didn’t stop there, but with her other hand began caressing my rubber-covered chest lightly with her nails. She circled around my left pec until she found my nipple, which had grown hard, peeking though the slick fabric. I stiffened as she ran her nail across it. My cock jumped a little and, with a little thrill of ecstasy, I moaned as I felt a drop of pre-come shoot out of the tip of my cock. It lubricated the inside of the latex pouch so that every movement felt like a slick caress.

She leaned over and spoke into my ear again. “You didn’t shoot it already, did you?” I shook my head and tried to reply, but the music was too loud for a proper explanation. She read my face. “Shall we go somewhere quiet?” she shouted over the din, and without waiting for a reply, took my hand, turned, and led me toward the stairs behind the dance floor.

I was working up a good sweat now, so that each step was like a warm embrace inside my rubber sheath. My cock felt hot inside its slick pouch as we moved through the gyrating dancers. There were pretty boys in leather and rubber, S&M hunks in leather chaps and vests, cute little goth girls in corsets and white face powder. They eyed us with sidelong smiles as we brushed through them. A few of the boys brushed up against me, copping little feels here and there, on my thighs and ass. I didn’t mind. I loved their looks and their touches.

Upstairs we found a large, square room, dimly lit with red light. Lining the walls were several alcoves with bars on them. They weren’t cells. They were private play spaces Club X was famous for. The bars could be shut and locked from the inside, for a little privacy, or left open to invite others. Several were already occupied. We could see their dim shapes moving within and hear people sighing and panting with pleasure and, in a few, pain. Little crowds had gathered around some of the occupied alcoves in twos and threes. Some stroked themselves. One pair of boys in rubber cat suits and hoods stood watching and stroking each other, their cocks the only skin visible, almost glowing in the reddish light.

There’s nothing like the sight of a hard cock. I love it. I have since I was a boy. It gets me hot. Looking at those too boys all rubbered-up, their cocks out, each slowly stroking the other, sent a shiver through me and again I felt the little charge as I shot another little load of pre-come into my pouch. It felt so good I stopped and let out a little “uh!”

“Again?” she said. I could hear her ordinary voice now. It was soft but strong, neither gruff like a man’s nor high-pitched like a woman’s. She smiled, looking up me quizzically. I leaned over and spoke softly in her ear.

“It’s a little thing I can do,” I told her. “When I’m in rubber and in the right… frame of mind.  It’s like mini-orgasm. I get this intense thrill for a second or two and I shoot off a little clear pre-come.”

“Wow,” she said, raising her eyebrows and flashing a broad, white smile. “Sounds like a superpower to me!”

I laughed. I’d never thought of it that way. I liked the sound of it. I liked her. I loved that smile and the mischievous sense of humor behind it.

“My name’s Michael,” I said.

“You’re Superman to me,” she replied, with a giggle. “I’m Diamond.”

“A pleasure,” I said taking her hand and kissing it.

“But enough with the niceties” she said, and pulled me over into an open alcove. “Top or bottom?” she asked as she closed the barred door and set the latch.

“Both and neither, I guess,” I replied. I hadn’t ever been asked the question like that. “I don’t really play that way. I like to play and just see where it goes. You?”

She gently put her hands on her hips and looked me in the eye. She looked magnificent standing there. I could see the muscles move beneath the taut flesh of her arms. She was buff but delicate, strong but soft. She is perfect, I thought. 

“About the same,” she said at last. “But there’s one thing I know I want.”

“What?”

“I like my cock sucked by good looking boys in rubber.”

“Good.” A couldn’t help the grin that spread over my face. “I love to suck beautiful girl-cock while wearing rubber.”

As if directed by an invisible puppeteer we came together and embraced. My hands moved down the contours of her sides and leather bound hips, coming to rest on the hot flesh of her full, round ass. I caressed its curves as we kissed for the first time, our tongues searching each other’s mouths. She reached down and ran her nails up my rubber pouch the same way she had done to my chest. My cocked stiffened to meet her touch and for a third time I shuddered and groaned and let fly a little juice inside my pouch.

“Superman,” she whispered.

She reached back and took my hands away from her ass. Glancing behind her, she took a step back and sat on the edge of the upholstered platform that served as the cell’s play-bed. She leaned back and spread her leather-embraced legs wide, her leather- and metal-clad package thrust out.  She reached behind her, pulled and pillow from the bed and tossed it to her feet.

I took two steps forward and knelt down on it, between her legs. I caressed the leather chaps as I took in her fragrance -- leather and sweat and sex. I bent down and kissed the open space of her inner thigh, between the pouch and the tops of the chaps. I nibbled and licked playfully, and she began to moan. I ran my tongue along the underside of the studded pouch. Through it all I could feel her cock growing inside. I was pleasing her and I loved it.

I glanced behind me for a second. We had an audience of three or four standing on the other side the barred door. The two boys in rubber suits had wandered over and were stroking their cocks, watching and waiting. It thrilled me, flattered me.

 

I turned back and leather and steel pouch seemed to pulsate in front of me, inches in front of my face and lips. I reached up and slowly undid the snaps, one by one. I pulled the pouch away and her cock stood upright, freed at last from its little prison. It was gorgeous -- long, thick and full. Like me, Diamond wore cock rings around the base of her cock that further engorged her sex, making it so hard that the head of it gleamed purple and shiny. I noticed the thick gold ring that curled out of the tip and pierced her glands: a Prince Albert. Her balls were shaved, big and heavy. I cupped them gently in my hand and tugged. It must have sent a thrill through her because she arched her back and moaned.

I couldn’t stand it anymore. I had to have my mouth on it, to feel and taste it with my tongue. With my free hand I lifted it up. Like her balls, it felt heavy in my hand. I placed my tongue, broad and wet, right at the base, where the ball-sack met the shaft. I slowly eased my tongue upward, feeling every little nuance of its shape and texture, tasting its sharp tang. It was heaven. I eased my tongue up and down the underside of her shaft, licking the glands when I got to the top. She sighed and moaned with delight.

“That is so good,” she whispered. “You’re such a sweet little cock-licker.”

It’s true. I am a sweet little cock-licker and I don’t mind admitting it. I love cock, especially girl cock. Boys will do, but girl cock is the best.

I ran my tongue up the underside once more, put my lips around the head and put it in my mouth. I could feel the heavy gold ring on my tongue. When I flicked it back and forth she moaned, and jerked her hips. I pulled away and watched as a silver drop of pre-come oozed out of the tip.

I looked up into her brown eyes and smiled. “Now whose the superhero?” I said and licked the droplet off as it ran down the curve of the gold ring.

I went down again, holding the base of the shaft in one hand, opening my jaws wide and taking her deep. I let my tongue dance over the head and glands on the upstroke, licking the shaft on the way back down. I could tell she liked it. She kept moaning and whispering, “Sweet little cock sucker,” “Such a slut for cock,” “You love my cock, don’t you, little boy?” and “Worship it.” 

 

Suddenly she reached down and grabbed me, one hand under each arm. She pulled me up onto the bed with her, twisting her body so that I was now lying next to her. I looked into her eyes and she kissed me deeply, our hands running over each other bodies. Her touch was electric through the rubber.  

She reached down and all but ripped my pouch off, the metal snaps going “click-click-click” as she pulled it sharply away. As she did so, I could see the clear, sticky but viscous strings of pre-come stretched between my package and the pouch.  My cock was free at last from its luxurious cage. It was beautifully hard and full and it glistened with slippery, sticky pre-come. 

“What a lovely mess you make, Superman.” She smiled, holding the pouch up.  To my surprise -- and delight -- she brought the pouch to her face. Her tongue darted out and licked a little of the ooze out of it, letting it slide off her lips and down her chin. Then, her mouth glistening with my ooze, she tossed the pouch aside and leaned over me, bringing her face down close to mine. I licked her lips and chin and cheeks. I could taste myself on her lips and tongue. She kissed and licked my face in return. I loved the feeling of her warm, wet tongue, broad against my skin and lips. She reach down and gently gripped my cock, still juicy with my ooze. She stroked it slowly as she kissed and licked me. It thrilled me and I shuddered and yet another little wad of clear, slippery fluid shot out of my cock. It landed in the palm of her hand.

“Oh!” she said, with a start. She laughed. “That’s how it works. Nice trick.”

She licked the head of my cock twice and then took it deep.  She pulled on by balls like I’d pulled on hers, but harder, more forcefully. It hurt slightly, but it was a sweet pain. It felt great to have my sex man-handled by this gorgeous creature. It made me feel desired.

She moved down to lick and suck my smooth-shaved balls. She encircled the base of my sack with her thumb and forefinger, cupping my balls snuggly with the other. With her free hand she began stroking me, up and down, around and around. She knew what she was doing; she teased the head on up the upstroke, playing over the sensitive part beneath the head. I kept lubricating myself with little pre-come jisms, one after another.

I was almost there but didn’t want to go, yet. I wanted to make this last. I gently put my hands on her cheeks and lifted her head away from my cock. She slurped a bit as her lips came away from me, looked up and me and smiled.

“What’s up, Superman?” she asked. But I could tell she knew why I’d stopped her.

“It’s too good,” I said, “I’m not ready.”

“Good,” she said as she sat up, looking me in the eye. “I want to take you home.”

Half and hour later we were in her apartment in the Castro. I watched her take off her coat as I took off mine. Even that simple act seemed alive with sex. We had been kissing in the back of the cab. It had almost getting out of control when the driver cleared his throat loudly and gave us a sour look in the rearview mirror. Still I was pretty hot and when I saw her gorgeous round ass cheeks sticking out of the leather chaps again, it was almost too much. I gave another little squirt in my codpiece as I drew in a quick breath.  She turned when she heard me and gave me a knowing glance.

“Thank heaven there’s no kryptonite around, Superman,” she laughed. “Give me your coat.”

She hung it up in the hall closet and led me into the kitchen where she poured us each a vodka tonic. We went into the living room and she asked me to sit on the black leather sofa. The room was decorated in an ancient Greek motif, with black and orange vases, columns for end tables and so forth. One wall was papered in what looked like scenes from the ancient Olympics.

“I’ll be right back,” she said, “I want to slip into some play clothes.”

“Play clothes?” I thought as she turned and sauntered down the hall, her ass swaying deliciously back and forth. “If those are her street clothes then… ” I wondered how much wilder and better this could get.

While she was changing, I examined the wallpaper more closely. It was printed with the sort of nude hoplites, wrestlers, discus throwers, and gymnasts of the kind you see in Greek art. Then I noticed the men’s cocks. They weren’t the oddly small pricks usually found in Greek art, they were big, and most were either stiff or halfway there. I noticed too that some the characters were female, also unusual in Greek sports scenes. Then I saw about half these “women” had cocks. I got up close and looked at their faces. They all looked exactly like Diamond’s. I was floored.

“You like the wall paper?” I heard Diamonds voice behind me. It sounded slightly muffled.

“It’s you,” I said without looking away from it. I wanted to look at her, but I also wanted to savor the anticipation.

“I was the only model I had available,” she said.

“You painted this?” I asked, still staring at her profile on the wall.

“I design these things,” she said. “As you can see by looking at me I like Greek things.”

I turned and was floored once again. Diamond was head to toe in gleaming black rubber, her face was obscured by tight-fitting latex mask. One top of that she wore what looked like an ancient Greek helmet, also shiny black, complete with a black brush made of short rubber tubes. Her body was encased in a cat suit that fit like a second skin, so taught that in only creased at her elbows and knees. Around her waist was a tight bodice or corset, the front of which was molded to look like the “abs” on Greek armor. Her suit sported a snap-on codpiece, like my pants, and I could see the curves of her cock and balls against the rubber. She wore a pair of knee-high lace-up boots with platform heels. Diamond was a vision: a slick, shiny Amazon, oozing with sensuality. 

 

The only visible flesh was her eyes and mouth -- her lips looked so plump and juicy -- and the tips of her fingers. In her hand I saw she held a collar with a chain leash coiled in her fist. In the other she held something else, something leather.

“I love it,” was all I could say. It was the hottest thing I’d ever seen.

She swaggered over to me and told me to hold still as she buckled the collar around my neck. Then she knelt down and began strapping the leather articles around my knees. They were kneepads.

“You get to be bottom tonight,” she said. I didn’t argue. I hoped that meant sucking more cock. “On your knees.”

I went down on all fours and she lead me slowly down the hall and into the bedroom. The room was decorated in more of the same, but the illustrations were more explicit, with the figures fucking and sucking one another, beating one another with cats of nine tails and other things. Some of the figures were creatures from mythology – minotaurs, centaurs, satyrs and medusas, all sporting beautifully erect cocks. Over the bed was an oil portrait of Diamond herself, lying on her back on a bed, nude, her long, thick cock curving to one side over her belly. The bed was covered in black rubber sheets.

“Get up on your knees,” Diamond said. I did it and she turned and pulled a black rubber hood off the dresser behind her. She put it over my head and it stretched tight against my cheeks. She zipped up the back. I felt like a warm caress.

“I’m getting deliciously hot in here,” she commented. “I’ve got another layer on under this one.”

“I want your cock in my mouth,” I said. I needed it so bad.

“Soon enough,” she said. “Take off your boots.” They were off in a second.

She turned to the dresser again and I fell to my hands and knees. I began to lick the heels of her boots, gently, hoping she would let me go higher, to the prize I lusted after. Instead she jerked the chain a little, like she would a dog that won’t heel. Then she took a step toward the bed and began to pour out a clear, viscous liquid onto the rubber sheets from a large plastic bottle. Lube, I realized. She dripped it all over, squeezing the bottle to reach the far corners.

“Up” she command, pulling the chain high.

The bed was slippery and I slid into the middle.

“Roll in it, spread it all over you and the bed.” I began to slip around, spreading the slippery stuff on the bed with my hands, turning over to get it on my back. One handing still holding the leash, Diamond sprayed more on me until I was covered with slick slime from head to foot. It felt amazing through my rubber suit and I caressed myself, squirming around with the almost childish but still wildly sexual pleasure of it.

Diamond hooked my leash through a ring on the headboard. She took off her boots while I enjoyed myself, rubbing the slime over my body. She was even wearing rubber hose. She stepped up onto the bed and took off her helmet and tossed it aside. She stood over me, long muscular legs spread apart, her hands on her hips. She looked down at me.

“Who’s a little rubber slut?” she asked.

“I am,” I answered.

I looked up at her and could see her cock throb slightly inside the rubber casing. I wanted it so bad. She began pouring the slippery stuff all over herself.

“Caress me,” she said. “Rub it all over me.”

The rubber skin was hot to the touch. I caressed her, making her as slippery as me. She moaned and tilted her head up to the ceiling. I worked her ass and them moved my hand around to play with her cock through the rubber. She moaned again when I touched it and I could feel it flex. I love feeling a cock getting hard.  

“Yes,” she said. “That’s a good little slut.”

I loved it when she called me slut. I kept caressing her, feeling the rubber stretch tight as her cock grew hard. She rolled her hips back and forth, moving like a belly dancer to my rhythm.

Finally she pulled my hand away and knelt down on the bed. She put her arms around me and threw me down. She fell on top of me and began writhing around against my slick, slime-covered body, rubbing her codpiece against me and licking my mouth. I was magnificent. We writhed until we were both so hot we couldn’t bear it anymore.

Suddenly, she stood up on the bed again, almost slipping and falling as she did so. She grabbed at her crotch and pulled the codpiece free. Her cock swayed there like a pipe dangling off the back of a utility truck. It was shiny with sweat and precome and looked so delicious.

“Suck it, little slut,” she said.

I practically lept on it. I took her balls in my hands and licked her all over. She grabbed her cock by the base and began slapping it against my cheek as I fought to get it in my mouth. It tasted salty and the skin was so creamy and soft stretched over the hardness. I licked up the sweat and precome and spread her juices over my face. Her musk was driving me mad.

All of a sudden she lurched and groaned loud. My cheeks were splashed with hot, creamy jism and I opened my mouth wide to catch the rest of it. I moaned with the pleasure myself as her second wad shot into my mouth. I savored it, rolling it around with my tongue before swallowing it. It tasted so satisfying and I sighed and jerked a little as I shot my own little teaser cum onto the rubber pouch.

I looked up at her she was smiling down at me through the mask, stroking her still-hard cock.

“Turn over,” she commanded. “On your hands and knees.”

I didn’t usually do what I knew she wanted but I had to obey. All I wanted was to please her, be her slut, a toy for her to slide her cock into and shoot her hot come inside of.  I felt her fumble with the zipper at the back of my pants. I felt cool air on my ass as she slid the zipper up and the rubber peeled away. It was refreshing.

She knelt behind me. I looked back over my shoulder to see her rub some lube from the bed onto her cock. I faced forward, closed my eyes, tried to relax and held my ass high. I felt the head of her cock, hard but pliant, explore my hole. It felt good.

She bagan to push it in and out gently, and slowly my asshole relaxed and began to expand, little by little, with each thrust. There was a flash of pain as she pushed the head all the way inside, but it quickly subsided into that dull but pleasurable ache. She pushed deeper and I moaned as her cock began to caress my prostate. It made me tingle all over.

When it was freely sliding in and out, Diamond ordered me on my back. She helped me turn so that she didn’t have to pull out. The sensation was thrilling, her cock turning inside me, against the walls of my ass.

“Jack off while I fuck you,” she said.

I reached down and set my hard cock free. It was slick with my juices and I began to stroke as I looked up at her rubber-clad face looking down at me, while her hips rolled back and forth. The look, the smell, the feel were the hottest sensations I’d ever experienced. Every part of my body, even inside, was alive, on fire with excitement. We both felt it and I stroked it faster and she plunged it into me and pulled it out. There was pain and pleasure and electricity all at once. We were both moaning, writhing, jerking. We couldn’t take our eyes of one another.

I felt the pressure build inside and I lifted my ass off the bed to tell her I was about to come. Just as the white jizz shot high out of my cock, she ripped her own from inside me and I saw the white, gooey stream shoot out the tip. I ignored the pain and watched her come splash against my torso, landing as high as my cheeks.  It was ecstasy.

Diamond stood motionless, drinking it in for moment, but then quickly leaned over and grabbed a towel off the nightstand and wiped off her cock. Then she knelt down and took my cock in her hand and began licking it off, running her thick, wet tongue all over it. I never had a chance to go soft. Her tongue felt so good. I loved watching it caress me.

She took it all in my mouth, fucking it with her face like schoolgirl fucks her date on prom night. I just lay there, moaning and sighing. She started stroking it with one hand while caressing pulls with the other, licking occasionally here and there. Again I lifted my hips as I felt the pressure build, and she stroked faster. Diamond opened her mouth wide over my cock as I came, shooting all over her lips and tongue and cheeks.  

Whores And Pimps - Part III

PantyhosePrincess on Transgender Stories

Whores and Pimps - Part III

 

By

 

Michele Nylons

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Michele pulled at her bonds, struggling and wriggling on the bed trying to break free for a few minutes until she realised that she was securely tied and had no way of escaping.  Ellie sauntered over to the bed and looked down at Michele,

 

“Well honey, looks like we have you just where we want you; I think we are going to start to really have some fun now,” she sneered.

 

Michele opened her mouth to scream and Ellie slapped her face hard.  Michele’s face was jerked to one side with the force of the blow and her eyes watered with the pain.

 

“Look bitch, you can try to scream all you like, but if you do I’m going to invite my friends here to smack you around a bit as a prelude to whatever else they’re going to do to you.  And once they’ve done that we can gag you if you still insist on making a fracas, although I’m sure they have better ways of stuffing your mouth, so shut the fuck up or wear the consequences,” Ellie threatened.

 

Realising that resistance was useless, Michele lay still and contemplated the circumstances in which she now found herself.  She had already seen Ellie and the fat cop who she had encountered earlier in the evening; she wondered who else comprised “we” Ellie had spoken of; she looked around to see who else was in the room.  There were three other men sitting at a table drinking.  Their chairs were turned towards the bed and they had obviously been entertained by the performance provided by Ellie fellating the cop while they waited for Michele to come around.

 

They were rough looking types, dressed in jeans and T-shirts; solidly built and appeared to be in their middle forties.  The men were talking amongst themselves in gruff voices; their language vile and littered with swearwords.  Their eyes glistened as they looked hungrily at Michele tied to the bed.

 

“I won’t worry too much about formal introductions Michele if you don’t mind.  You met my friend here from the local constabulary on your way to the party earlier in the evening, and I suppose it’s fair to say you’ve known him only briefly but certainly intimately,” Ellie smiled cruelly.

 

“These other three gentlemen are also aficionados of special ladies like ourselves; that is to say they have a penchant for attractive transvestites; and they particularly like a little bit of, shall we say, extremism when it comes to sexual encounters.”

 

“They are very close friends of mine, and over the years I’ve been able to sacrifice quiet a few ‘virgins’ to the altar of their desires; if I might wax poetic,” Ellie went on.

 

“Most of the girls I have lured into their clutches have left having eventually enjoyed the encounters; a few have not; but none have ever been a position to complain.  So I suggest you just relax and enjoy what I am about to allow you to experience; if nothing else you will at least leave this room enlightened as to what two transvestites and four hungry mature men can accomplish in the way of sating their appetites.” Ellie finished.

 

Ellie turned to the three men who had been eagerly watching and listening to her explain the situation to Michele, like a pride of lions watching their wounded prey.  Their eyes glittered in the darkened room as they feasted with wanton lust on the bound transvestite.  Michele’s miniskirt had ridden up when she had struggled at her bonds and her luscious nylon sheathed legs were exposed right up to the tops of her thighs and her red satin panties peeked from under the hem of her skirt.

 

“Gentlemen, meet Michele.  Michele, meet the gentlemen,” Ellie introduced them sarcastically.

 

“As for you, my law enforcing accomplice; you can sit over there on the lounge and I will keep you suitably amused whilst Michele and our three comrades entertain us.”  Ellie sauntered over to an overstuffed lounge which had been positioned beside the bed.

 

The three men rose as one and sauntered over to the bed and they looked down and surveyed Michele tied to the bed.  They stared at the middle aged whore; her black leather miniskirt rucked up around her waist from her struggles, her red lace garters clipped to her black stocking tops; legs spread wide and her ankles tied to the bed just above her black high-heeled sandals; her red painted toenails visible through the diaphanous nylon.  Michele’s leopard-skin print nylon blouse was opened at the top displaying her red satin brassiere.

 

Michele’s face was framed by her brunette wig the lighter tints highlighted in the lamplight, her heavily mascared eyes peeked from under her fringe, emphasised by her blue and pink eyeshadow. Her rouged cheeks and ruby red lipsticked lips were accentuated by her pale foundation and face powder.  Michele’s earrings and necklace glittered in the dim light.

 

One of the men noticed her anklet glittering and reached out and caressed her ankle and then slowly ran his hand up her leg to her stocking top, stopping briefly to play with her garter strap and then continued up her thigh until his hand rested on the front of her panties.

 

“She’s wearing pantyhose under her panties and stockings guys; looks like this whore will need to buy a new pair tomorrow,” he chuckled to the others.

 

Michele wriggled as she felt the man’s hands on her leg and panties.

 

“Hold still now honey; Michele is it?  My friend is going to untie your legs and if you give us any trouble; well Ellie has already explained what we will do,” he threatened.

 

Michele felt the bonds on her ankles loosen and then her ankles were free; she tried to close her legs but the man who had untied her legs now held them wide apart and pushed her ankles down on the bed. 

 

“Keep her like that Joe; if she moves or makes a sound belt her one,” said the man who had his hand on her thigh to the man holding her legs down.

 

Then he and the other man started to undress; they dropped their clothes where they stood and kicked them away into the centre of the room.  One of the naked men then relieved Joe of his task and Joe shucked out of his clothes so that all three of them were now naked.  Michele strained her neck up off the bed and saw the three men standing around the bed with their erections standing proud under their round bellies.  She started to cry and the man named Joe slapped her once across the face.

 

“Keep quiet bitch; last warning!  Next time you will get a proper belting,” he growled.

 

“Fuck she looks good,” said the man who had stroked her legs, “can I fuck her first?”

 

“I think that’s only fair Steve,” Joe replied, “I fucked the last trannie that Ellie got for us first.  You ok with that Bill?”

 

“Sure,” Bill answered, “I’d prefer a blow job before I fuck her anyway.”

 

Michele’s head was spinning; she knew that resistance was futile, maybe she could reason with them?

 

“Look, Bill, Joe, Steve; what about if you untie my wrists and just let me go?  I won’t tell anyone about this honest.  You’ve had your fun now so the joke’s over; come on guys let me go,” Michele Begged.

 

All three of the men standing over Michele, the fat cop, and Ellie laughed in unison.

 

“You silly cunt; we ain’t joking; and we ain’t letting you go; and I’ll let you into a little secret Michele; you won’t be telling anyone about what happens here tonight.”

 

“Are you really going to admit to being a transvestite?  And anyway who you going to tell; the police?  Our friend Bob over there is the police you dumb cunt!”

 

“And I gotta let you into a little secret; our real names aren’t Bill, Joe, Steve and Bob.  Sure you know Ellie is Eddie but Ellie saved you when you got drunk and passed out at the party.  She was your saviour and friend tonight in front of all those witnesses; do you really think anyone is going to believe that she took you up to her hotel room and gave you to four men to have their way with?  It’s just ludicrous!” Joe lectured Michele.

 

“Now shut the fuck up and you take what we give you and you won’t get hurt; like Ellie said you might even enjoy it,” he finished.

 

“I know how to shut her up,” Bill said and bent down and began to kiss Michele on her painted red lips.

 

Michele felt Bill’s tongue invade her mouth and attempted to move her head out of the way but it was useless, he continued to kiss her, the taste of whisky and cigarettes on his breath.  She felt one of the men; Joe she figured as Steve had hold of her legs, untie her wrist and grip it firmly.  He moved her hand down and then she felt her hand come into contact with his erect member and she tried to flinch it away.

 

“Don’t you fucking well make me hurt you bitch; you take what I give you and don’t even think of hurting me down there,” Joe growled.

 

Michele wrapped her fingers lightly around the rubbery fat cock and placidly held it there.  Joe held her wrist and began to slide his cock in and out of her loosely clenched fingers.  He looked down at his thickening member wrapped in Michele’s hand, her red painted fingernails accentuating her delicate fingers, and groaned. He swayed back and forth on his heels and fucked her hand.

 

“Oh yeah; wank that cock baby! Wank that cock!” he moaned.

 

Michele felt her other wrist being untied and when her right arm was freed it was placed over Bill’s shoulder and she left it there, limp, so that she held him in a faux embrace.  Bill sat on the bed as he continued to kiss Michele and he felt her start to respond.  Gently at first, she tentatively slipped her tongue into his mouth and then when he pressed his lips harder against her lipstick painted mouth, she kissed him back passionately.

 

Michele was becoming aroused despite the fact that she was being forced to participate in their debased game.  Bill’s kisses were deep and exciting; she responded despite her feeling of abhorrence and used her free arm to embrace him.  Instinctively her right hand clasped onto Joe’s cock and started to slowly masturbate him.  She felt her fingers slide along the sleek hard shaft and then over the spongy bulbous head; she manipulated the sensitive area at the bottom of glans and heard him sigh.

 

Bill lifted his face from hers and Michele reluctantly allowed him to escape her embrace.  He bent down and kissed her lightly on her lips and then both eyelids.

 

“God you are one pretty whore,” he whispered into her ear.

 

Michele became more excited and felt her own cock hardening inside her satin panties.  Bill shifted position so that he was kneeling on the bed, his groin next to Michele’s head.  She offered scant resistance when he turned her head towards his erect member and rubbed it on her lips.  Michele opened her lips and skimmed her tongue across the head of Bill’s penis.  Bill pushed forward and his glans slid over her lips and into her warm wet mouth; he rocked back and forward and pushed his cock in and out of her mouth; fucking Michele’s oral cavity as her lipsticked lips clamped on his shaft and her tongue lashed at his cock-head.

 

Michele couldn’t help herself; she was enjoying playing the role of a whore; sucking Bill’s cock whilst she stroked Joe’s cock with long slow strokes.  She enjoyed the feeling and taste of the hard member in her mouth, unlike the fat stubby cock of the cop, this cock was long, sleek and the secretions that leaked from the eye of the penis were sweet.  The cock in her hand was also long, but thick and veiny; she loved the silky feel of the skin of the shaft contrasting with the spongy feel of the head.

 

Then she felt Steve’s hand under her skirt start to stroke her own cock through the layers of her satin panties and pantyhose.  As the satin of her panties rubbed against her nylon encased cock it sent small shocks of pleasure shooting through her.  Then she felt Steve move onto the bed between her legs as he continued to stimulate her through her underwear.  She was startled when she felt Steve’s other hand push aside the crotch of her panties and a finger probe at her anus through the nylon gusset of her pantyhose.  She wriggled a little but she found the finger stimulating.

 

Michele could not believe that she was becoming an active participant in her own rape; she was enjoying it, she couldn’t stop the raging desire that coursed through her.  She sucked on Bill’s cock and used her free hand to stroke the shaft as she slobbered over the head of his cock, alternately kissing, licking and sucking at the fat cock-head.  Her other hand slid up and down Joe’s member, varying between squeezing it and then running her red painted fingernails gently up and down the shaft and under his balls.

 

Steve was mesmerised by Michele’s nylon sheathed legs; he manipulated and caressed Michele’s hardening cock through her knickers and with his other hand he stroked her stockinged calves and thighs. Steve straddled Michele’s right leg and began to hump her thigh.  Then he lifted her leg and worked his cock into the silky furrow behind her knee; he groaned revelling in the soft sensations in his cock as he slowly worked his penis in the gossamer nyloned crevasse behind her knee and thigh.

 

Steve slid his cock further up Michele’s thigh until he could force it under her stocking top so that it was trapped in the silken diaphanous tunnel between her stocking and her pantyhose encased thigh.  He fucked the gauzy chasm leaving a silver trail of pre-seminal fluid soaking into her nylons as his cock throbbed and released sticky beads of pre-come.

Michele could feel Steve’s hard penis sliding up and down her leg and was surprised to find that the sensation was highly arousing.  When he slid his cock into the silken trap behind her bent knee she clenched her knee so that his penis was clamped between the sensitive nylon sheathed skin of her calf and thigh; she moved her leg from side to side and felt Steve’s hot cock secrete warm moist droplets of sticky pre-come which was absorbed into her stockings and pantyhose.

 

When Steve moved his cock up her leg and started to fuck her thigh with his cock between her stocking and pantyhose she pushed her leg up into his groin so that her pantyhosed thigh rubbed against his scrotum, sending delightful stabs of pleasure through his balls.

 

Michele wanked at Joe’s cock; squeezing the shaft as she worked her fingers up and down his manhood; when she came to the end of his shaft she worked her fingers in circular motion around the glans and then grasped at the shaft and slid her hand back down the length of the engorged member.  She sucked and slavered at Bill’s cock, occasionally allowing his member to come right out of her mouth and then she licked the entire length of his phallus and gently nibbled at the head whilst flicking her tongue under the sensitive skin where the glans joined the shaft.

 

Joe was rocking back and forth on his heels, fucking Michele’s hand as she wanked him.  He looked into her pretty made up face and her rouged cheeks and mascared eyes, fringed by her silky hair aroused him; but what stimulated him the most was the way she worked her ruby red lipsticked lips up, down and over Bill’s cock.  For a girl who was terrified of what was about to happen to her twenty minutes ago, she had certainly changed her tune; she really was a whore.

 

Joe cast his eyes down Michele’s body, he reached out and caressed her belly through her nylon blouse and scanned down to her groin where her miniskirt had been pulled up and was rucked up around her waist exposing her garter belt and red satin panties.  Steve was slowly massaging Michele’s cock through her panties and his other hand was pressing down on her magnificent black stocked leg; his cock jammed between her stocking top and her pantyhosed thigh as he rocked back and forth and fucked the gossamer tunnel.

 

Steve was in ecstasy, but he forced himself to remove his cock from the silken trap of Michele’s thigh and moved back down the bed so that he was between her spread legs.  He moved up between them and pushed his cock down onto her panties to replace his hand which had been stroking Michele’s cock through her satin knickers.  He pressed down and began to slide back and forth, fucking Michele’s silken encased cock with his own.  The feeling was electrifying as his shaft felt hers start to throb through her tight pantyhose gusset and the satin panel in front of her panties.

 

Michele felt Steve’s manhood rub against her own as he dry fucked her through her knickers and hose; the taut nylon on her cock sending sensations all through her member.  She bucked and lifted her crotch to meet Steve’s thrusts and gyrated her hips to enhance the sensations shooting through her groin.  Then she was a little disappointed when she felt Steve move on top of her and his cock slid down her shiny satin panties and eased under the gusset; she felt the head of his cock nestle in the crack of her arse and begin to push against her arse bud, forcing the nylon of her pantyhose into the puckered hole.

 

Steve was gasping with pleasure as his cock rubbed against Michele’s nylon sheathed, engorged member.  He could easily come this way and enjoy every second; but he wanted to fuck the lovely transvestite who lay beneath him sucking the cock of his friend and masturbating the other.  He pulled back and shuddered as the glans of his penis rubbed feather lightly along Michele’s panties; he pushed forward as the knob of his cock nestled against the elasticised crotch of her panties and then forced his hard cock under her panty crotch and against her pantyhosed arse. He manipulated his crotch and wriggled his cock in the silken pantyhosed valley of Michele’s arse crack until he felt the head of his penis nestle in the bud of her back passage.

 

Steve pushed forward and felt the nylon pantyhose gusset begin to give; he pushed harder and his cock broke through the gossamer prison and wedged into Michele’s anal bud.  His cock was wet and lubricated from his pre-seminal secretions and he continued to push forward and felt his cock stretch Michele’s sphincter and finally the head of his penis penetrated Michele’s virgin passage.

 

Michele felt Steve’s cock begin to slide inside her; at first it was uncomfortable but she forced herself to relax and then the sensation of being slowly filled with hard cock began to excite her.  To Michele’s own amazement she actually started to push her groin against Steve to force his cock further and deeper inside her.  She felt her passage open as his manhood filled her and then she felt Steve’s groin hard against hers; he was all the way in.  Michele heard Steve groan and she lifted her stockinged legs up and wrapped her high heels around his waist and began to buck underneath him.  Steve held on and Michele began to fuck him, raising her buttocks off the bed in time with his thrusts in a slow steady rhythm.

 

Michele had now actually become the whore that she had only pretended to be at the start of the evening.  She was not only dressed as a whore; she was behaving like a whore.  She had already sucked her first cock before she got to the party, she had had lesbian sex with Jill on the balcony; now she was having forced sex with three middle aged men; and she was loving it!  ‘Yes’, Michele thought to herself, ‘I am a whore and I adore being a whore; what have I missed out on all these years?’

 

The three men and Michele began to concentrate on inducing their orgasms.  Steve was now slamming his cock in and out of Michele’s back passage and she was bucking under him; raising her buttocks off the bed to meet his thrusts.  She could feel his pulsating cock stretching her back passage and pushing against her prostate, sending waves of sexual sensations through her body; she wiggled her arse and clenched and unclenched her sphincter to increase Steve’s pleasure and enhance her own gratification.

 

Bill’s cock was pulsing in her mouth and she felt his orgasm approach as he pushed his cock in and out of her lipsticked mouth, holding her head as he fucked her face.  He groaned as Michele slavered at his erect manhood, running her tongue over the head and shaft as she felt the vibrating piece of flesh begin to convulse.

 

Joe was rocking on his heels fucking her hand in time to Michele’s hard strokes as she masturbated him.  He looked at her ruby red fingernails and the glittering jewellery on her fingers and wrists and felt his own climax build.  Michele could feel Joe’s cock start to shudder in her fingers and she gripped it hard and wanked at the erect piece of manhood; increasing the pace as she felt the cock quiver and shake in her hand.

 

Steve’s cock erupted deep inside her and Michele felt the splash of his seed flood  her passage; Steve’s cock was buried deep inside her, in her right up to the hilt, and she pushed up to meet Steve’s groin and felt his erection quiver against her prostate gland as she filled her panties with her own hot wet emission.

 

Bob’s cock exploded in her mouth at the same time and her mouth was inundated with salty hot come; she gulped it down as fast as she could but still some of the viscous white fluid escaped her mouth and ran down her chin.  Joe saw this and groaned as own penis spewed forth jet after jet of hot semen all over Michele’s hand, and arm.  Jets of his spend shot through the air and splashed on her blouse; the gobs of white ejaculate contrasting against the leopard-skin nylon.

 

Michele was writhing in ecstasy as the three cocks filled her and covered her with hot come.  Her arse was convulsing as Steve plunged his last few thrusts deep inside her, draining the last of his issue.  Her mouth was filled with Bob’s semen and he pulled his cock out of her mouth and let the last few jets of his release splash over her pretty, heavily made up face; a string of semen flew out of his cock and glistened in her hair.

 

Joe’s penis had shot stream after stream of semen over Michele and the globs of glistening semen on her blouse was joined by a thick viscous stream of come which had splashed over her rucked up skirt.

 

Michele lay there quivering in orgasmic bliss as her own climax subsided; her hot fluid filled her panties as she tasted Bob’s come in her mouth and felt his hot seed on her face.  She was covered in semen inside and out; she felt sated; satisfied like she had never been before.  Michele had become a Transvestite whore and she loved it!

 

……………………………………..To be continued.

Natasha gets a surprise

Nylon Mistress on Transgender Stories

"My God, what are you doing' cried Natasha as she walked into the room?

The sight that must have greeted her was indeed a strange one as she looked at me lying on the sofa with a pair of tan pantyhose pulled most of the way up my legs, a black bra around my top, and a black pair of her heels jammed onto my feet.

See the thing was that she'd asked me over to help get a new DVD player going for her. Her husband was away interstate for a few days and she wanted to watch some movies, so I offered to help. I'd started the job and she'd just nipped out to the supermarket leaving me to it.
But she'd got near the supermarket and realised her purse was still at home and had come back to get it. I'd got the player working quick
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ly and the noise from the TV drowned out her return. And because I thought I had some time to spare, I'd decided to indulge my passion a little, never for a moment thinking that she'd be back so soon. And so, here we were...

"Oh no, Oh God, I'm sorry..I..umm Oh No" was all I could say. Didn't make a lot of sense I know, but I didn't know what to say. I'd been well and truly caught and I thought I was in big trouble.

"C'mon" she said "This had better be good, and think yourself lucky I don't throw you out in the street looking like you do right now!"

I stammered and stuttered a few times, my head filling with a million different reasons, but in the end I knew that none of it would make any sense. I decided to play the only card I really had. I decided to confess.

"Look, I have to admit, that like most guys, I have my slightly perverted side.We all have little things that excite us, and in my case I have a bit of a 'thing' for pantyhose and high heels. Always have had as long as I can remember. And of course I see you a lot and I cant help but take notice of what you're wearing, especially when it comes to what turns me on"

"Ahh" she interjected "That would explain why apart from all the girls, you were the only guy who ever commented on when I was wearing new stuff, especially shoes then" she said, with finally a hint of a smile coming to her face. And she sat down on the sofa beside me.

I felt ludicrous now, my previously hard cock had sunk down to nothing but I was still just sitting in front of her looking what must have been a real sight.

I continued...

"Anyway, I knew it was wrong, but with you away I couldn't resist taking a look in your wardrobe. At first it was just a look, but then the desire to try them on overtook me. And I suppose I just lost myself in the moment and well....here we are"

" I assume you think I'm some sort of ultra-strange pervert now, and maybe I am. But you're an attractive girl and combine that with the attraction I felt to your 'things' well I couldn't help myself. I'll just take this stuff off and go...." and I leant over to start taking the heels off.

As I did she pulled my hands away and pulled my down-turned face back up.

"Look, don't worry. I had always noticed that you took more notice of me than maybe you should have, but now I understand a little more. It's no big deal, and to be honest it actually turns me on a little"

With that she leant over and kissed me lightly on the forehead and then leant over me further and began to pull the pantyhose up over my flaccid cock and up onto my waist. I was shocked and slightly taken aback but my cock responded instantly and began to harden as the nylon touched it again.

She stood up herself and pulled me up after her. She wrapped her arms around me and kissed me deeply and ground herself into me. My cock was now rock-hard again and she pushed harder into it.

"Wait here, it's time for a surprise" and she walked off.

My head was spinning now, what was going to happen? I expected some retribution, not reward.

A few minutes later she emerged from the bedroom that I'd hurriedly rifled through earlier. She was stunning. She was covered in a one-piece black body stocking with a halter neck, and shimmering silver highlights. On her feet, black patent boots, with a good 6" stiletto heel and a pointy toe.
Her breasts were trying to burst through the gossamer sheer fabric and even from a distance I could see the gaping hole between her legs of the crotchless outfit.

She walked over and pushed me onto the sofa

"I know this is wrong for both of us, and you need to understand that this is STRICTLY a one-off thing. But, I desperately want to fuck you right now. I want to have some fun, because this is something we may never get a chance to do again. You don't need to worry, this is our secret. I might ask you to do some things that you might not like even, but today is a time for experiments. So, just go with me and enjoy..." and I couldn't help but notice the wicked smile on her face.

I never got a chance to reply as the next thing I felt was her on top of me and her open legs ground the soft hairs of her vagina into my face. I didnt need prompting then and quickly set about eating every inch of her soaking wet pussy. She certainly wasn't lying about being turned on by the ocassion that was for sure.
But she wasn't leaving me alone either, and I could feel her tongue running up and down the length of my cock again and again, the whole while caressing it through the nlon of the pantyhose.
Every now and then she'd use her hand to pull my cock out a little and I could feel the head of it disappear into her mouth. If this wasn't heaven it was as close as I was every going to get to it that was for sure.

She moved further down my body and began to kiss my legs through the pantyhose and I did the same to her. I loved the feeling of the two bodies clad in nylon rubbing against each other. To be honest it was all I could do from cumming on the spot and it was probably good timing from her that she stopped sucking my cock and moved on.

We echoed each others movement, stroke for stroke, kiss for kiss. Then she got down to my feet and removed one of her heels from it.
"Hmm a little tight but otherwise a good fit really. Aren't you a lucky boy" and then proceeded to suck each toe individually through the pantyhose.

If you'd asked me before whether I would have liked that I would have said no, but as she was doing it to me it was sending wave after wave of pleasure right through me. It was like nothing I'd ever felt before, and she knew it..

"OK, I think you're well and truly worked up now my boy, time for Natasha to do something that I've always wanted to do but couldn't"

She looked back at me, stood up and then flipped me over onto my stomach. To be frank she could have done or asked for anything and I would have agreed at that time.

I felt her rip the pantyhose under my balls and then tore a great hole right through the front and the rear. Then I was shocked to feel a big cold gooey sensation in between my ass cheeks, running down over my cock and balls. I whipped my head around and saw her strapping on a dildo. Leather straps ran around her waist and one underneath and the rubber member just stuck out in front of her, the head glistening with lubricant. Luckily it wasn't huge but it also wasn't what I really wanted either!

"Umm hang on, I'm not really into this sort of thing, I mean I'm not gay or..."

"Quiet" she said "I told you that there might be some buttons pushed today, I've let you indulge in what you want, this is what Natasha wants" and she put the head of the dildo between my cheeks as she straddled me.

I knew it was pointless to protest much further now and I didnt really have much of an option anyway as I felt the pointy head ease into the first part of my asshole. My eyes must have been like saucers I think as she eased the dildo in.

"Mmm enjoying it so far are we?" and I'm sure I detected a hint of sarcasm in her voice almost

Before I had a chance to reply she pushed it in further. And even though it wasn't all that enjoyable, my twitching cock was getting even harder, so somewhere deep inside she was certainly creating feelings in me that I hadn't had before.

I tried to relax a bit and as soon as I did the pain went away and the whole rubber member slid in.

"Thats it my boy let me fuck your hot little boy ass"

I couldnt believe it, I'd never heard her use words like that before. Certainly this experience was obviously opening some new ground for both of us. She began to slowly fuck my ass.  Each stroke was long and measured like she could almost feel it herself through the rubber. I had to admit that the sensation was now becoming quite pleasant for me too as the dildo seemed to be hitting spots inside my ass that were really responding.

She kept on fucking me and then abruptly pulled out. My hole felt empty and alone and I wanted it back in.

"Please Natasha, fuck me some more" I pleaded.

"No, its time for you to suck mommy's cock" and she giggled.

I knelt in front of her and took it into my mouth. I knew she couldnt actually feel anything, but she seemed to really enjoy the fact that she  was the cock-sucking recipient for once. After a while of slurping on the rubber meat I started to work my way around the sides a little and onto her flesh. She was beginning to moan softly again so I decided it was my turn for a bit of control again.
I undid the clasps on the straps and let the dildo fall to the floor. With ome movement I pushed her over the sofa and opened her legs. I knelt between them and slammed my cock all the way in.

"Ohh yes...thats what I want" and she shuddered.

I couldnt believe how worked up she was and I just rammed into her again and again. No finesse now, just raw hard fucking and she was responding to it big time. Finally one stroke took her over the edge and she shook violently all over and her pussy clamped hard on my cock as she decended into her orgasm. She must have had 2 or 3 in a row as I felt her grip me tight over and over and just a low moan coming from her mouth until she finally stopped moving.

I stood up and looked down at her. Her face had a slight smile and her luscious body was still shimmering in its body stocking and down on her legs those nasty patent boots were looking as good as ever.
She looked back up at me and her hands went to her boots. She slipped them off and then wrapped her feet around my cock.

"I think I know what you need now" and began to jerk me off with her feet.

And she was so right. With each stroke my cock got harder and harder and the feelings that she was bringing up were just divine.

"Do you want to cum baby? Do you like this?"

What a stupid question, of course I wanted to cum, and it grew ever closer. Finally I could hold back no more and a scream emerged from deep within me as felt the first spurts of cum shoot out of my cock. They arced up over her legs, some staying there, some going further and splashing on her breasts and face. Long streams of sticky white cum, again and again. I noticed her lean over and she'd grabbed one of the heels that I'd been wearing just minutes before, and positioned it in front of my cock, and some of the cum shot over it and then down into the other one lying on the floor.
Then when I'd finally shot the last spurt whe let me go, and I collapsed onto the sofa next to her. Her legs and feet were covered in my cum and some still peppered he face and breasts.

I looked down at the shoes and they too had a good coating too. I'd never shot that amount ever before and I was amazed myself.

She leaned over and kissed me deeply again and some of the cum rubbed off onto my own face as well.

"OK, that was a lot of fun...and I think you nearly drowned me!" she laughed and wiped some of the cum away

"Hmm , these are a little wet too aren't they, you naughty boy" and then she held up holding the dripping high heels over herself dripping more cum on her legs again"

"Tell you what, you deserve a present." and she stood up and wriggled out of her body stocking standing naked in front of me

She handed me the heels and the body stocking

"These are yours now, oh, and you can keep the other stuff that you're wearing too. Next time you feel the need, you can pleasure yourself, and think of me at the same time"

"Oh but I can't do that..."

"Don't be silly" she said "I know that it all turns you on, and its OK with me. Now I can tease you a little too, Ha!"

She held me close to her again, kissed me once more, and then pulled away.

"It was a once off remember, but that doesnt mean that I wont remember it...." and she turned and walked into the shower.

I sat down on the sofa and slowly removed my pantyhose and then got dressed. I wouldnt forget it either.

The Day After

girlcasy_cd on Transgender Stories

I explained in my previous story, which to really understand me you really have to read “My life as a girl” besides I am picking up where I left off but if you don’t want to take the time to read it, I am what they call an intersexual. A term you should look up or go back to the other article to understand. In short, I have the body of a girl with extreamly small male organs that disappear inside my groin. It has taken me a few years to come to grip with my feelings and body. By relating these experiences my hope is to help others with the same problem and to come to grips with their gender related issues.

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I went to bed that night and relived the events of the evening over and over in my head.  It was like a dream.  I had actually passed myself off for Julie!  Every thing inside me told me I could but there is a lot of difference between thinking and doing and I had done it. The only one that knew was my sister. Everyone else, Mom, Dad, my little sisters, Karen and Holly and even Brian thought I was Julie!

 

The next morning it was hectic in the house. I put on latex gloves to hide the fingernail polish. Dad and Mom left early for work. My attention was consumed in getting Karen and Holly dressed and off to school. Julie came in the kitchen and hugged me telling me again how much she enjoyed last night. She then left for school.

 

When everyone had left the house I went upstairs and stripped off my clothes and showered, washing Brian’s dried cum out of my hair and off my body. After drying off I picked up the clothes Julie had left laid out on my bed. I laughed to myself at the thought that she laid out what clothes she wanted me to wear. I dressed and went into Julie’s room and sat down and blow-dried and styled my hair and began to put on my makeup. My conversation with Julie was running through my mind as I slowly and meticulously applied it.

 

 

 

I was angry with her. “ Why the hell did you call Brian? And why did you tell him you wanted to suck his cock really intending for me to give him the blowjob?” I demanded after the door to her room was closed.

 

“ Because it was going so well with Dad and Mom. You had them fooled and I began to see how you could help me out of another situation.” Julie said looking me straight in the eyes, “ Tomorrow Brian will have told everyone at school that I sucked his cock!”

 

“ Why the hell would you want him to tell everyone?” I blurted out.

 

“ Because I really didn’t want to do it! I think its sick and degrading to let a guy dominate me that way, on my knees before him. Besides I am more attracted to girls and now they will think I am straight because you gave Brian a blowjob. The guys were already starting to tease me about being a lesbian. Even the girls were starting to act funny around me even though I haven’t acted on my feelings, besides you should know what the girls go through, especially if you are going to take my place at school.”

 

I was probably as shocked at her confession as she probably was when she saw me dressed like her. I was speechless. Julie had told me that some were teasing her but I had no idea!

 

We both had secrets that we had kept from each other. My anger had faded.

 

“ Besides it looked like to me that you were enjoying him sucking on your nipples and it was so sexy watching you suck his cock.” Julie added.

 

“ What? How did you see what went on?”

 

“ Well when you left the house, I followed and stood behind a tree not ten feet from where you were in the park and with the full moon out, it was as if it was broad daylight. The moonlight lit your bodies up. Anyone who would have even driven down the street would have seen you two. It was so public, so hot!”

 

I didn’t know what to say so I turned and opened the door and went to my room, stripped off her clothes and climbed into bed not even caring about Brian’s cum all over me.

 

 

 

I completed my makeup, stood up and walked to the full-length mirror in the corner of the room, examining every angle making sure everything was in order. I had plans for the day and needed to put things in place.

 

I went about my daily chores, making all the beds, picking up Karen and Holly’s room, putting their dirty clothes in the hamper, vacuuming the carpet both upstairs and down. I scrubbed the bathrooms and mopped the floors in each. Then mopped the kitchen floor. Dad still hadn’t fixed the lawnmower yet so the lawn would have to wait till the Saturday.

 

By 11 o’clock I was done. Now I had the rest of the day to do whatever I wanted. Mom and Dad wouldn’t be home till after midnight tonight. They were going to attend a company dinner. Julie was going to be out late because of the football game and dance afterwards. My little sisters were going to Grandpa and Grandma’s after school and Mom and Dad would be picking them up on their way home tonight. So I had at least 12 to 13 hours to do whatever I wanted!

 

I picked up my purse and locked the door and headed for the mall walking past the park on the way. I stopped for a moment to watch some moms with their children playing in the spot where hours ago I was on my knees sucking Brian’s cock. I couldn’t help but smile as the scene flashed through my mind and thinking of Julie standing by the tree nearby.

 

He called me his bitch and last night I was just that. His bitch sucking his big cock. I wondered how things went for Julie at school and how her date with Brian would go tonight. I decided to go and sit and watch the kids play and so went to the very bench we were at and sat down. One of the moms came up and introduced herself to me.

 

“Hi I’m Samantha but my friends call me Sam.” She said as she sat down next to me.

 

“Hi I’m Julie.” I said back.

 

“If you don’t mind me asking how come you’re not in school?” she asked.

 

“I’m doing home schooling. I am just running some errands for my parents” I said casually.

 

“Oh ok. I didn’t mean to be nosy but it’s just unusual for a young girl to be here during the day. Although I have seen you walk by before.” She paused and looked over at her child playing on the swing. “You must live close by, I live right over in the blue house over there. Do you have brothers and sisters dear?”

 

“Yes.” I said, adding, “ Two younger sisters and a twin brother.”

 

“Are they home schooled as well?” She asked.

 

“No, just me.” I said.

 

“Hey could you baby-sit during the day sometime? Sometimes I am looking for someone to watch Michael while I run errands and if you think you would be interested can I call you? I’ll pay you good.”

 

“Let me think about it and talk it over with my parents. I know where you live and will let you know. Ok?”

 

“That would be great, thanks.”

 

“Well I have to go, it was nice meeting you Sam.” I said and getting up I walked down the street and turned heading for the mall.

 

When I reached the mall, I purchased my own makeup and fingernail polishes so that I wouldn’t have to use my sisters. Afterwards I went into one of the restraunts and sat down and ordered a salad.

 

When I finished it I then walked slowly home enjoying the warm sunny day with the breeze blowing my skirt. The air felt good on my bare legs. I stopped to rent a video from the adult section in the back room of the store. The guy at the video store reminded me that I needed to be 18 to rent the movies from the back but after giving him a flirtasous smile and leaning over the counter to show some cleavage smiled back at me said,

 

“ Its on the house. Just bring it back and let me know what you scenes you enjoyed.” He said smiling back at me.

 

“Ok.” I said blushing.

 

By the time I reached home it was about three o’clock and in a couple hours my friends would be out of school and would be stopping by to hang out. It was our regular ritual. Wayne, Bill and Mike and myself would usually smoke a few joints and sometimes Wayne would have a bottle of alcohol that he took from his dad’s bar in his den. We would put some music on in the garage and get really buzzed and doing tricks on our skateboards in the driveway or down the street.

 

I couldn’t count the number of times they talked about Julie and how she was really hot! When they would talk about her I could see the bulges in their pants grow. At times they even joked about getting hard thinking about her and then rub their cocks through their jeans to show their manhood and we would all laugh.

 

They were the geek type with their glasses and not so handsome looks and bad hairstyles. They hung out with the other geeks at school and I knew they weren’t very good with the girls but liked to talk big like most of us.

 

I had fantasized about seeing their cocks but being a guy I would never dare let it be known for fear of loosing my only friends besides I was struggling to understand my feelings.

 

After sucking Brian’s cock last night and everyone thinking I was Julie. I couldn’t stop thinking about their cocks and how it would be suck theirs.

 

Tonight it would be Julie entertaining Wayne and giving him a present he would never forget! I picked up the phone and called Bills cell phone and left a message for him not to come over tonight. That I was doing something with Wayne for his birthday and although I wish I could include them it wasn’t possible.

 

I then called Mikes cell phone and left the same message.

 

Tonight both our fantasies were going to come true.

 

I went to the kitchen and took out the refrigerator a large smoked sausage. Time to do some research. I went into the family room and put the video in and turned it on. It was all about different girls sucking cock and the guys eating their pussy’s.

 

I watched intently trying to learn the different techniques the girls used. I realized last night that I need to know more about how to suck a cock.

To give them the most pleasure I possible could.

 

I continued watching the movie over and over imagining myself sucking the cocks, imitating what they did while sucking on the sausage. With each scene I was beginning to get more excited about this evening.

 

I removed the videotape, put the sausage back in the fridge and went upstairs and hid it in my closet behind some clothes. Wayne would be over soon and I certainly didn’t want to forget the tape in the VCR. The last thing I needed was to have Mom or Dad or anyone for that matter turn on that movie.

 

I looked myself over in the mirror checking my makeup and outfit and reapplied my lipstick.

 

“Humm, perfect.” I thought out loud.

 

I heard the garage door open up and looked out the window. It was Wayne. He went in and then I heard the music coming out. I stood in the window watching for several minutes. I couldn’t believe how nervous I was. I was shaking.

 

I kept thinking about last night and how even Mom and Dad couldn’t tell Julie and I apart.

 

I went down stairs and went out the back door, down the sidewalk to the garage and looked in. Wayne was at the counter with his back to me mixing some drinks. Next to the bottle of vodka there were several joints.

 

Oh-Yeah this was going to be a good night. Everything I need was there to sooth my nerves.

 

Suddenly his cell phone rang.

 

“What’s up Bill?” I heard him say. “Yeah, I’m here now.”

Then there was silence as he listened. I sat down on the bench that was at the side of the driveway. I had a perfect view of Wayne.

 

“No way man!” Then silence on Wayne’s part again.

 

“Ok. Well be cool.”

 

“Yeah Kacy and I will just have to party without you.”                

 

“Yeah its cool. You guys are coming over to my house Sunday right? Remember it’s my birthday and I my folks said I could have some friends over for dinner and I thought we could all just hang out afterwards. I got a new video game, its really cool!”

 

“Great! Yeah man, it will be the four of us. Well hope it all works out. Talk to you later.” Concluding his conversation putting the phone down.

 

Everything was going according to plan.

 

I got up and walked into the garage “Hi Wayne. How’s things going?”

 

Wayne wheeled around as if to try to hide the stuff on the bench. “ Hi Julie!” he blurted out, his voice highlighting his nervousness.

 

“Hey, eh, Kacy isn’t going to be home tonight. He wanted me to tell you.” I said.

 

“Oh ok. I guess I’ll just head home then after I close up. Thanks Julie.”

 

I walked over to him and looked behind him at the drinks and pot, “What this? Do you mind if I hang out with you a bit? Maybe we could smoke one of these together. If you don’t mind that is?” I said reaching around and picking up a joint and putting it to my lips.

 

“Ah, well, Ah yeah, sure, that would be cool.” He said with a puzzled look on his face.

 

“Kacy told the other guys not to come over.” I said. The puzzled look remaining on his face.

 

I reached over and stuck my hand in his front pants pocket to get the lighter. I wrapped my fingers around it and felt movement in his crotch. I moved my fingers around more and looked him in the eyes as I felt his cock through the material.

 

“ Mind if I use your lighter?” I said slowly almost in a whisper.

 

Wayne was frozen stiff! Not sure what to do or say.

 

I pulled the lighter slowly out of his pocket rubbing my fingers along his cock and putting it in his hand.

 

“Will you light if for me?” I said not breaking eye contact with him.

 

“Oh, sure. I’m sorry!”  He said and raised the lighter and flicked it to life. I broke eye contact and put the tip of the joint in the flame and took a long drag on it and holding it in then handed it to him.

 

I then picked up one of the drinks on the counter and walked slowly and seductively outside to the bench where I was sitting before. I could feel Wayne’s eyes watching my every move. He followed carrying his drink and the joint. I sat down and crossed my legs. My short skirt riding high up my thigh revealing practically all of my legs.

 

Patting the space next to me I said, “Come on sit down, I won’t bite. It’s a really nice afternoon and I love sitting in the Sun.” Then putting the drink to my lips, took a deliberately long slow drink of the liquid in the glass. Wow it was mixed strong, practically all vodka with just enough orange juice to add color to it.

 

Wayne sat down and I could tell he was really nervous about being so close to me. It was kinda funny and that I had to laugh, He had no idea why I was laughed. Wayne and I had sat on this bench many times getting stoned and he was never nervous when I was his friend Kacy, just one of the guys!

 

He took another hit off the joint and reached out to hand it to me, his hands visibly shaking. I touched his hand pausing for a moment before taking the joint, licking my lips slowly, then I put it to my lips and took a deep drag and held my breath holding the smoke in my lungs.

 

I put my head back against the chimney behind the bench and looked up at the clouds floating bye in the late afternoon sky knowing that as I did, my breasts would be straining against my low cut blouse. I intentionally didn’t wear a bra today and even though I was looking up I could feel my nipples pushing on the fabric.

 

“Ummm” I said releasing the smoke slowly, “ Wow that’s some good pot. Is it laced with something?” Then rolling my head over towards Wayne catching him staring at my chest and legs.

 

He suddenly realized that I was looking at him and he jerked his gaze away, grabbed my glass and stood up not answering my question.

 

“Let me refill your drink.” He announced and scurried off to the garage. I watched him as he went to the counter and poured the liquid from the bottle into my glass. Funny he didn’t put anything else in it, just vodka. I took another drag on the joint and leaned my head back and waited for him to return.

 

“Here you go,” he said sitting down again. I leaned forward and released the smoke from my lungs and took the drink and put it down on the patio stone next to the bench.

 

I was really starting to catch a buzz between the strong drink and the weed. I took another deep hit and decided to get things moving. It was obvious he wasn’t going to make a move.

 

I leaned over and grabbed his head and pulled it down to me and planted my lips on his kissing him softly. When he started kissing me back I began to blow the smoke into his lungs. I let go of his head breaking off the kiss leaning back on the bench.

 

He then blew the smoke out and looked at me with a real puzzled look on his face.

 

“What?” I asked.

 

“I just don’t get it. You’re the most beautiful girl in school, a cheerleader on top of it and you have never, ever, come down to hang out with us before. In fact at school you don’t even know I exist. And now here you are getting stoned and you just kissed me? What’s the deal here? Are you setting me up for some kind of joke or something? And why did Kacy tell the others not to come over?” Wayne stammered out with his voice breaking.

 

“Look, Kacy told me its your birthday Sunday and he wanted me to give you a his present but not with everyone around.” I said staring him in the eyes.

 

“W h a t ‘s the present?” he asked looking away.

 

“Well, Kacy wants me to suck your cock” I said as I put my hand on his upper thigh. His cock was definitely growing.

 

“What?” he managed to get out not believing what he had just heard.

 

I got up and dropped the cushion I had been sitting on down on the patio stones in front of him and kneeled down. “Well he told me how you guys talk about me and this is his gift to you so just enjoy it. Eh, the thing is, you can’t tell anyone. Do you understand that?”

 

I took another drag on the joint and handed it to him. I then reached up and unbuckled his belt. Unbuttoning his pants and slowly unzipping his pants as I blew out the smoke from my lungs letting my fingers trace his cock.

 

I grabbed his pants at the waist and looked up into his eyes and said, “ I need a little help here!”

 

With out a word he raised his body off the seat and allowed me to pull his pants down. His cock springing straight up. It was larger than I had imagined. Then bent untying his shoes pulling each one off, then the socks followed by his pants all the while I didn’t take my eyes off his seven or eight inch cock.

 

When he was naked from the waist down I stood up and unbuttoned my blouse swaying to the music and dropped it on top of his pants. “Do you mind if I get comfortable?”

 

My breasts being exposed to the late afternoon air and his eyes, made my nipples stick straight out from the mounds of my breasts. I knelt down between his legs and picked up my drink, standing up slowly allowing my chest to brush against his cock and balls and inner thighs. Picking up his hand I placed them on my breast. He squeezed it really hard just as I took a drink from my glass. I swallowed hard.

 

“ Ouch! Hey easy there big boy. Gentle is better!”  And then took another drink of the really strong drink. This time he gently squeezed my breasts and I leaned forward and put one of my nipples to his lips. I could feel his cock and balls up against my legs so I moved them back and forth.

 

“Ummm , Yes that’s the way, you big stud. Ummmm that feel so good.” I said as he sucked gently on my nipple. This is the second time a guy had sucked on my nipples and I was still amazed at how sensitive they were.

 

“Umm now lightly use your teeth to nibble on it, oh yeah that’s the way!” I moaned as he lightly took it between his teeth.

 

After about five wonderful minutes I backed away from him pulling my nipple out missing his mouth on them instantly.

 

“Awwwwwwe.” I said pouting, the disappointment being obvious in my voice.

 

I handed him my empty glass and then reached up and cupped each of my own breasts and pinching my own nipples played with them rubbing his saliva around in front of him. His eyes taking in every move I made. I moved seductively to the music that drifted out of the garage and then leaned forward kissing him.

 

Kneeling down before him, I placed his manhood against my naked chest reached up and unbuttoned his shirt allowing my hands to fondle his chest. I bent down and nibbled on his nipples and then pinching them, rolling them between my thumbs and finger making then hard.

 

“UMMMM,” Wayne sighed.

 

Turning my focus to his cock I lightly dragged my red painted fingernails down his chest and stomach to his cock grabbing his hard cock rubbing it over the soft flesh of my breasts and hard nipples.

 

“Oh god Julie, that feels sooooo good!”

 

I moaned with pleasure feeling his soft, hard  flesh as I played with my nipples. “Ohhhhh yeah.” I whipped my head back throwing my hair behind me and licking my lips slowly, “Ohhhhhhh.” I whispered softly leaning my head back.

 

Setting back on my heals, I used my fingernails to lightly trace the line on the underside of his cock until they reached the sack holding his swollen balls.

 

“Awe Yeah. God I can’t believe this is happening.” The words escaping from his lips.

 

I leaned forward and put my bright red lips on the tip of his manhood planting a soft kiss then opening my mouth slightly I stuck my tongue out and licked the hole at the end.

 

“Goddd Yesssss.” His word trailed off to a soft hiss.

 

His cock leaped I could taste the flavor of his sweet pre-cum leak out. Grasping the base of his cock with one hand I pulled down on it stretching the skintighter making the head swell more. With my tongue I licked all around the ridge at the base of the head. With the other hand I cupped his balls gently massaging them.

 

“OHHHH that feels so good!” he moaned almost in a whisper.

 

I looked up at his face. His head was back and eyes were closed. Wayne’s hands were gripping the bench to steady himself.

 

I licked down the same path my fingernails had traveled only a moment ago and holding his balls up to my mouth licking each one, then sucking them one at a time into my mouth using my tongue moving them around in my mouth then pulling them out while still sucking until they reached their limit and plopped down. I then traveled back up to the tip licking as if licking an ice cream cone.

 

“Ummmm, Oh God Julie your red lips are sooooo hot on my cock.”

 

I looked up into his eyes as he stared back down at me. His eyes were glassed over from the pot, booze and pleasure. I let saliva drip from my mouth onto his cock and rubbing it in pumping up and down slowly on the shaft.

 

I brought my mouth back to the head and this time I took it into my mouth until my teeth were just over the ridge and lightly bit down, sucking deeply on it while I moved my tongue back and forth on the underneath side.

 

His breathing was getting heavy as he tried to speak. “Yeah that’s it, please suck on it.”

 

I released my teeth and pulled it back out of my mouth and then sucked it deeper. I repeated the motion fucking his hard pole with my mouth each time moving my lips farther down until his cock hit the back of my mouth.

 

“UMMM, UMMMM” I moaned through my nose as I worked his pole with my tongue and mouth.

 

“Oh god, don’t stop!  Please.” He pleaded.

 

Wayne stretched his legs out straight and tensed up from the sensations my mouth was giving him. I lowered my head farther allowing his cock to push into my throat. I continued to fuck my mouth and throat.

 

“Holy Shit that feels sooooo good.” He moaned.

 

At last my nose was pressed into his pubic hair giving me a whiff of his sweaty body odor and my chin against his balls.  I held him deep in my throat for a moment enjoying his masculine smell and then as I pulled my mouth back up sucking until he came all the way out of my mouth making a slurping sound.  

 

“Ummm stud, you have a fucking huge cock. I just want to eat it up.” I whispered talking dirty in a seductive voice as I moved my fingernails down his inner thighs and legs.

 

“Oh god do!” he responded.

 

I grabbed it again and felt his butt cheeks tighten his cock swelling up even more as I licked around the crown of the head. I knew he was going to cum soon. I pumped up and down on his dick.

 

“OH GOD I AM GOING TO CUM! OH SHIT I DON’T WANT IT TO END!” Wayne moaned.

 

I sucked the head back in my mouth and continued to jack him off. I released his cock out of my hand and reached up to his bare chest with both hands bracing myself, digging my fingernails in. I could feel the flesh give way under my nails.

 

“ OUCH! OH SHIT I AM GOING TO SHOOT MY LOAD!” he practically shouted.

 

I kept my nails dug in his chest. I had him on the edge and now I was going to take him over the top.

 

I sucked more moving my head in circular motions around his cock.

 

“HOLY SHIT HERE IT COMES! OHHHHHHHH GOD! YESSSSSS! GOD YESSSS! YOUR MOUTH IS SO FUCKING HOT” Wayne shouted in deep heavy breaths.

 

 I dragged my nails down his chest making him erupt sending his hot musky juices into my mouth.

 

Screaming out “OWWWWWWWWW, OHHHHHHHHHHHHHH SHIIIIIIIIIT!

 

I swallowed, and then I released his cock from my mouth only to grab it with my hand. I pumped his shaft up and down until it stopped. His cum dripping down my face, nose and chin I swallowed the cum in my mouth then began licking the tip of his cock enjoying my friends man juice.

 

I looked up into his sweat-drenched face. His eyes were closed as if he had passed out. His chest was heaving up and down as he tried to catch his breath. Ten red scratches ran down his chest to his stomach from my fingernails.

 

I sucked his cock in one more time sucking off any cum that remained. Then pulling my mouth off his cock as it began to shrink. Standing up wiping the cum off my face with my fingers watching his face. He opened his eyes and I began rubbing his cum all over my breasts, playing with my nipples. Pinching my nipples one last time. I bent down and picked up my blouse.

 

“Kacy says Happy birthday!” I said in a soft voice as he sat there naked from the waist down and bare chest exposed.

 

“Julie, that was the most incredible present anyone could have ever given me. Thank you!”

 

“Don’t thank me. I did it for my brother. Goodnight.” I said then staggered topless to the house leaving him to get dressed and pick things up.

 

Once in the house I went to my room and gazed in the mirror. I had cum smeared all over my face and chest. I could feel it pulling on my skin as it was drying up. I laid back on my back on my bed and closed my eyes. The room was spinning and so was my feelings. Tears flowed out of my eyes out of happiness. 

 

After a few minutes I opened my eyes and dried my tears with the back of my hands and looked at the clock. Nine o’clock it read, so I finished undressing and put my robe on and stumbled downstairs to get something to eat. I was so hungry. I heated up some left overs from the night before and sat down and ate.

 

Grabbing a bag of chips I went back upstairs and laid back on my bed. The whole room was spinning out of control. All I could think about was how I pleased my best friend Wayne.

Removing my robe I crawled under the covers, closed my eyes and soon faded away.

SarahJaneyy on Transgender Stories

It was early in the morning and as usual I woke up before I had to get up. I walked into the bathroom and turned on the light instantly closing my eyes because the light was too bright. I undressed and got into the shower taking no longer then sixteen minutes. I got out and headed back into my room, and stood infront of the mirror. I was a 5'1 blonde with short hair and 36B sized breasts. I was rather beautiful and girls were usually envious of me. I ran my hands over my breasts and moved them down across my stomach at to my hips. I moved my left hand and slid it down to the area where usually a vagina would be but for me there was a relaxed groin. I appeared as a girl, but had sex organs of a man. It didn't really bother me, it made

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me different from everyone else, and I seemed to get more pleasure out of sex then my friends did. At this point no one knew about my secret, which meant I was a virgin. "shit" I said aloud as I moved swiftly over to my closet and grabbed down a pair of jeans and a black 'Bullet for my Valentine' shirt. I was running late, and I still had to pick up my friend McKenzi for school. I quickly got dressed, brushed out my hair, and headed out to the kitchen to grab my backpack. I swung it over my shoulder quickly and walked out to my car. I picked her up and got to school right on time.

I had gotten through the first three hours with no problem, but when I got to my fourth hour my heart started to race. See my fourth hour teacher Ms. Winters was one of the hottest girls I had seen on the planet, she had a nice rack and a nice ass. I usually had to hold myself back otherwise my secret would be out and everyone would know. I sat down in my desk which was right next to Kenzie's and prepared for the class to start. Right on the dot Ms. Winters walked in but today she was wearing a low-cut shirt and a rather tiny skirt. I could feel my dick slowly start to grow in my thong and jeans. Kenzi looked over to see what was wrong because I had a worried look on my face. She looked down and saw something she didn't expect "Ermmm Sarah.. what's that?" she asked pointing to the bulge in my pants. "Nothing!" I said loudly and got up and walked quickly out of the class. Luckily no one saw me but Kenzi and the teacher. I headed to the bathroom and headed into a stall to wait out my boner. They didn't last that long usually. "Sarah..?" I heard a voice call outside of my stall. "We need to talk" I said quietly. I headed out of the stall to find a curious Kenzie. "What did you see..?" I asked frightened. "Well.. I saw something in your pants... what are you? I mean are you a boy or a girl?" "A girl!" I answered immidetly. "Then why do you have a penis?" she asked hessitantly. "I was born with it, want to see? I can prove I was" she nodded and I grabbed her hand and lead her into the handicapped stall (that could fit seven people in it). I slowly undid my pants, and pulled down my thong revealing my dick. Relaxed it was a good six inches and erected it was around 9. "Oh my god!" she said stunned. "Can I touch it?" she asked with a grin on her face. That got me really excited and I nodded quickly. She approached me slowly and reached her hand down towards my dick which was starting to grow.

"You like me touching it?" she asked seductivly. "Yes.. yes I do!" I replied. "feel free to do more" I said in hopes of her doing so. Which of course she did. She kneeled down and wrapped both of her hands around it. "Mmm" I moaned softly. "Suck that dick" I said with a grin. She wrapped her warm mouth around my fully erected dick and slowly she started to take it all in her mouth. "Oh god!" I moaned loudly. "Suck it.. harder suck it you dirty hoe!" she countinued to suck it quicker and harder. It being my first time I was extremely horny and very excited so I reached the point of no return quicker then when I masturbated. "Oh shittt! I'm gonna come!!" I shot my load into her mouth and suprisingly she took it all in and swallowed it.

Thankfully no one heard us. Now our friendship is very different.. and we've done it many other times.

;]

The Shoe Store

Lmildcd on Transgender Stories

The Shoe Store

By

L

 

            Adam hated working Wednesdays. He works the entire day from

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opening to closing every Wednesday. His manger always takes Wednesday off. This was mostly a boring day for Adam. A few women came in the store before lunch which was a disappointment for Adam. Adam is a bit of a pervert. He likes to take a peak up a woman’s dress or skirt while he is putting on shoes for them. The morning customers all were wearing slacks.

 

            A woman came into the store a little after lunch time. She was wearing a halter top with a short skirt, stockings and heels.  Adam went over to her and asked if he could show her anything. She said she needed a new pair of shoes for a party she was going to attend this coming Saturday. She wanted to see shoes with a four inch heel in Silver size 11M. Adam went to the back and came back with four pairs of shoes. He decided to take a peek up the woman’s skirt while he was fitting her with the fourth pair of shoes. He noticed that she was wearing thigh high stockings, but she wasn’t wearing any panties. She caught him looking up her skirt. She just lightly tapped him on his head and asked him if he liked what he saw. Adam just simply nodded in the affirmative with a sly grin on his face. She said, “I’m Nyssa and I’ll come back at closing to give you a full view.” She left after purchasing one pair of shoes. Adam returned the other pairs to the back wondering if Nyssa would indeed come back.

 

            The rest of the day was like the beginning. All the women came in dressed in slacks. Adam kept wondering if Nyssa would come back.

 

            It was closing time. Adam had closed out the register and put the money in the safe. He then let his night clerk out the door. He locked the door and then did is final check. He heard a slight tap at the door. It was Nyssa with a small tote bag. She came back as promised. He let her inside. She asked if there was somewhere in the store that would be private. He nodded in the affirmative, and led her to the office in the back after relocking the door.

 

            As soon as they entered the office, Nyssa spun Adam around and gave him a passionate kiss, and then whispered in his ear, “We are going to have some fun.” Nyssa leaned against the desk and removed her halter top exposing her medium sized breasts while Adam was getting over the initial shock. She said, “Suck my nipples.” Adam attacked her nipples like a hungry infant. She said, “Gently baby gently.” He slowed down. He then started swirling his tongue around her nipples. “Oh baby that’s good, “she moaned. She then reached under her skirt and started playing with herself.

 

            “Ok baby stop sucking my nipples. I want you to get undressed for me, “she said after she stopped playing with her self. Adam did as he was told. Nyssa noticed that Adam’s cock was a little hard. She grabbed it and started gently stroking it. Adam started to moan with pleasure. She kept up the gentle motion until she felt a little leakage. She stopped and said, “I don’t want you to cum just yet. Sit on the desk while I put on a little show for you.” She started to dance and started to strip out of her skirt.

 

            Nyssa slowly inched her skirt downward. Adam’s eyes followed her every movement. Eventually, her skirt was low enough to reveal a slightly erect cock. “I told you that I was going to give you a full view,” she said in a low sexy voice. Nyssa continued dancing until she was completely out of her skirt. She then stroked her cock until it became half erect. Adam’s eyes were fixed on her cock. She guided his head to look into his eyes and said, “now the real fun is about to begin.”

 

            Nyssa reached into her tote back and brought out a rubber glove and a container of lube. “I need your asshole well lubed for what have I mind. Be a good boy and turn around and lean on the desk for me,” she told Adam. She put on the glove while he was turning around. She lubed up the middle finger of the glove. She slowly penetrated his asshole with her finger. He moaned while her finger went deeper inside. Nyssa started moving her finger back and forth once it was in all the way. She even twirled it around a few times. She kept this up for a few minutes. Both of their cocks grew harder.

 

            Nyssa said, “I think you are ready for the next stage” as she removed her finger, and then the glove. She reached into her bag and removed a seven inch dildo. She lubed up the dildo and she stroked it to get it coated with the lube. She inserted it into Adam’s asshole and he moaned again in pleasure. Nyssa pushed the dildo in as far as Adam could take it. She used the same technique as she did with her finger. She started slowly and gradually went to a faster pace. Adam continued to moan in pleasure as the dildo kept going in and out of his ass. Nyssa kept shoving the dildo in and out of his ass until she had a complete hard on.

 

Nyssa said, “I think you are ready for the final stage” as she removed the dildo. She reached into her bag for a condom. “I like to be safe,” she said while putting on the condom. She inserted her dick into Adam’s asshole. He let out his loudest moan. She pushed it in as far as Adam could take it. He continued to moan. Nyssa started thrusting her cock slowly at first. Adam started moaning louder still when Nyssa quickened her thrust. Nyssa continued her thrust at a faster pace and then Adam cried out, “My cock feels like its going to explode. I need to cum.” Nyssa replied, “I’ll take care of it as soon as I finish.” Nyssa continued to pound Adam’s ass until she shot a forceful load.

 

“I do enjoy fucking a young man’s ass, “she said as she slowly removed her cock. She peeled of the condom and tossed it into a nearby wastebasket, and then said, “Now let me think. What am I going to do with that hard on of yours? I know what I could do if we were at my place. I’m not going to let you suffer until I get you there. Turn around.” Adam did as he was told and she grabbed his cock. “My you do have a hard one”, she said. Nyssa always liked seeing a hard cock on a man after she fucked him. She started stroking his cock. “Please make me cum,” he begged. She replied, “Since you asked nicely and have been a good boy, I am going to jerk you off. Sit on the edge of the desk.” Adam complied. Nyssa reached into her bag for another condom. She said, “This is so that we won’t have any mess to clean up” as she was putting the condom on Adams hard dick. She started with slow strokes. Adam began to moan again. She stroked faster and Adam’s moans once again became loud. All of a sudden Adam yelled,”I’m Cumming!” Nyssa could see the condom filling up with his hot juice. She gave Adam a few hard strokes to squeeze out the remaining cum. She peeled off the condom once Adam’s cock started going limp. The condom joined the other one in the wastebasket.

 

They both got redressed after they rested for a few minutes. Adam led her out of the office and then let her out of the store. Nyssa gave him a quick peck on his cheek and a slight grab on his ass. She whispered in his ear, “Maybe I’ll come by again and take you to my place.” She left and proceeded to her car. Adam waved goodbye as she drove away, and she blew him a kiss. Adam relocked the door. This was one night he will not forget.

 

Adam finally lived out a fantasy of his. He always wanted to have sex with a she male every since he bought a she male video. Adam bought a video once based on the title. He did not know what the movie was about. The movie had scenes of she males fucking men, and she males fucking women. Adam became turned on while watching this video. This was his favorite movie to jerk off with.

 

Adam left the store after he gathered his belongings. He wondered if Nyssa will ever come back once he got in his car. Adam was happy. He lived out a fantasy or is it possible that his life has changed?

Hose and Heels in the Bedroom

Jolly1 on Transgender Stories

Liza giggled as she sat back down on the sofa, a mischeivous smile on her face.

"Whats so funny I asked?" wondering what had tickled her fancy. After all the only thing that had happened was that she'd just been to the toilet to relieve the pressure that the 3 or 4 glasses of wine that we'd both had must have been causing her.

"Come on what brought on the giggling fit?"

She stood up and came over to me. In what seemed like a strange move she turned side on to me and put her foot next to mine.

"Yep thats about right then, quite a bit bigger just like I thought" Then she laughed and sat back down again, her face glowing and two eyes that just said mischief.

"Umm i

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s that a surprise? Of course my feet are bigger than yours!"

"No it's not really a surprise, what was the surprise was what I saw in your bedroom"

"What do you mean? Why were you in there?" I said, trepidation building in my body as the words came out of my mouth.

"Oh I didnt go in there initially, I just glanced in  as I was coming out of the bathroom, and I couldnt help noticing the pantyhose hanging over the side of the bed. Then my curiousity was piqued and I saw the lovely black Maryjanes on the floor below. Thats why I wanted to check what size you were. And as it happens you seem to be about the correct size to fit them. And what was even stranger was the shoes are exactly the same as these ones I'm wearing today. So...anything you might want to tell me?" and her voice trailed off as she laughed again.

"Umm well they belong to.." and she sharply cut me off "Don't give me a bullshit story, I know they're obviously yours..so what's the deal?"

I didnt know what to do, I was caught red-handed with no escape. My little secret had been uncovered and I could barely get a word out in explanation.

"Well...it's just that every now and then I...." and then my own voice caught as I tried to work out what to say. The evil look on her face was one of fun though, and I suppose the wine had made us both a bit more open to surprises so I blurted the truth out.

"Look, I've got a real fetish for some things. And as it happens pantyhose and heels are top of the list. I really get off on wearing them, I know its weird but I cant help it"

"Yeah OK I got no problem with that, but is it an accident that the shoes I saw match my own perfectly?"

"Well no...What REALLY gets me going is to wear something that someone I know wears. I love looking at what all the girls at work wear and trying to get my own.And I like yours especially. It takes a while to find out the right brand and everything, and then to get some that fit me, but when I do... well... And I knew you were coming today and I was hoping you'd wear those shoes so I sort of prepared by wearing mine for a while earlier. Oh god, you probably think I'm a real nutter"

She looked across at me and then stood up. "Well come on then, if you like to wear them that much we should match now. Come on, put em on and show me"

My heart was going a million miles an hour. I was terrified but excited at the same time. Liza was about to help me live my ultimate fantasy. Even as she dragged me into the bedroom my dick started to stiffen. Oh god, how was I going to hide it!

We sat on the bed and she told me to take my jeans off. I dropped them to the ground and then removed my socks.

"Ok put the pantyhose on for me" I did as I was told and she said "Oh dear, you even know how to put them on properly, you've obviously been doing this for some time. And by the looks of things you really do enjoy it too" as her eyes glanced downward toward the throbbing member that I could no longer hide.

"Come on, shoes next" and I reluctantly slid my feet into the heels and buckled them up.

She looked at me and said "You know ordinarily I wouldnt be interested in you, as you know, we're just friends. Maybe its the wine talking but this really turns me on I have to say." She leaned across and kissed me lightly on the lips.
"So, it seems a shame to waste this, what say we have a bit of fun then?"

I wasn't sure what she meant but then she rolled over and pulled me onto the bed. She positioned me face down and then removed all her own clothes except her own pantyhose and shoes. She slid on top of me and for the first time I felt the exquisite feel of nylon upon nylon as she moved her own legs in and out of mine. My god the feeling was incredible, it was everything I'd ever hoped it would be, and I was in heaven. Judging by the noise she was making it was something good for her as well. Every time she moved her leg a tingling sensation went through me and I was sure that I'd cum in record time.

"Do you want to swap around?" I heard her say?

"In what way?

"This time you can be the girlie" and I felt her rip a hole in my pantyhose and her finger started playing with my rear. Oh god this isnt what I'd planned, I'm not sure I want to go here. But she kept going and pretty soon I felt her slender finger invading my crack, and then slowly sliding inside my hole.
Is this what its like I asked myself? I know I'm not gay, but boy does this feel good. Liza kept it up for a while with her finger exploring everywhere inside my hole and I was going wild with delight.

"You got a vibe or a dildo?' she asked?

"Umm yeah in the bedside drawer" I figured she was going to let me play with her a bit now. I didnt think we'd actually fuck as such, I didnt think that she'd want that so the vibe request seemed reasonable. But I was wrong. Seconds later I felt a healthy squirt of lubricant on my ass and then the tip of the vibe was nesting in my ass crack

"Oh I'm not sure we should go down this road?"

"Don't be silly, if you're going to dress like a girlie you need to be fucked like one, I think you might just enjoy it" she said as she pushed the first part of the vibe in my hole.

Oh god it felt like a telehone pole it was so big, but I couldn't disagree that it was making me extremely horny and my dick had never been harder. She pushed more, and more and gradually the whole length was inside me. I'd never felt anything like this before and although it was uncomfortable, I wanted more all of a sudden.
Liza started to move it in and out in long slow strokes, gradually building up momentum. Almost involuntarily I started to respond and move with her rhythm. She would thrust and I would push back. It was feeling incredible and she knew I was enjoying it.
By this stage she'd moved into a reverse position so she was next to me and her pantyhosed legs and fet were next to my head as she concentrated on fucking my hole with the vibe.
I grabbed one of her feet and started to lick her leg, my tongue dancing over the nylon and ocassionally onto the leather of her shoes. I was surprised to hear her moan, obviously she had some fetish in this area as well. I renewed my licking and slipped one of her shoes off and started to suck her toes through her hose. She momentarily stopped fucking me as she gasped with pleasure. Seems we both shared some enjoyment here.

"Are you ready yet?" she asked me in between moans

"I'm so close it doesnt matter, and if you slam that thing inside me one more time I'm gonna flood the bed soon"

She pulled the vibe out of my swollen ass and quickly rolled me over onto my back. She grabbed a spare pair of pantyhose out of my drawer and wrapped them around my swollen member and then placed her mouth over them as well. My cock went into her mouth surrounded by nylon... I was in heaven and living my ultimate fantasy, and I could believe it.

"Oh god I'm gonna cum...you gotta let me cum" I yelled.

She ripped a hole in my pantyhose and swivelled around and stuck her finger back in my ass hole. Then she positioned her own feet next to my cock. With barely a couple of strokes from her free hand my cock erupted and a torrent of cum shot forth from it. The sticky juice went all over her leg and shoes,and trickled down in between her toes. It was more than I'd ever cum in my entire life, I thought I'd never stop.

"Enjoy that did you?"

"Umm, yes, very much so" I gasped trying to catch my breath.

"Good, cos Its my turn now and I snuck a look in your closet and saw all those other shoes and we're going to try them all out tonight..."

And I knew that there was a LOT more still to come.....

 

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A Crossdressers Tale

AverageRon on Transgender Stories

Hi, my name is Ron. This is a story about the first time I dressed for a guy. I was off work that day. My wife was at work & my daughter was in school. I was bored and got online for for something to do. I have a yahoo screen name letting people know I'm a CD and bi. Well, this guy I've been talikng to for awhile was on and i figured "What The Hell, inite him over." His name was Tony. He was older in his 50's, But looked great from what i could tell from his webcam. Tony asked me if i would dress for him. I told him i was nervous but i would try. So i went up and got in the shower and shaved my body. Then went into my room and put on my thigh highs and garter. I then put on a little school girl outfit i had. A plaid mini-skirt and white blouse. I also wore 3" heels.
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When Tony got there i answer the door fully dressed as a woman. I was so nervous but excited at the same time. Tony came in and sat on the couch, I sat next to him. He started telling me how nice i looked and what graet legs i had. I leanwed over and kissed him. Next thing i know he has his cock out, It was about seven inches. It looked so good i had to taste it. I slowly licked up and down his shaft. Then i took it in my mouth. Tony grabbed the back of my head and strated fucking my mouth. After i finnished sucking him he lifted my skirt and pulled my panties down. Then he started giving the best head i had ever recieved. Then he asked if i had any lube. I was ready and reached over on the end stand and handed him a tube of K-Y. He squirted some on my asshole then rubbed some on his cock. He put legs on his shoulders and leaned down and kissed me. While he was kissing me he slowly slid his cock in my ass. It hurt like hell at first, but he was so gentle and waited till the pain subsided. And slowly strated pumping in and out of my ass. he picked up the pace till he was slmming me hard. I felt his balls slapping me, it felt so wonderful. I was in heaven. I was pumping my own cock with my hand and came on my belly. After tony saw that He took his cock out of my ass and came on my belly too. Then we cuddled for awhile. It was my first time but sure wasn't my last. Now i feel like a slut because i fuck guy all the time.
I hope you enjoyed this story as much as i enjoyed reliving it. E-mail me at average_ron@yahoo.com