Once back at my place I got us another drink and settled in on the couch.  I live alone because it gives me greater freedom with my "relationships."  Also it spares the girls from taking the infamous "walk of shame."  I could tell Irene was nervous so I made small talk to help her relax.  When I sensed the time was right, I leaned in and kissed her.  She responded by wrapping her arms around me and thrusting her tounge inside my mouth.

Slowly I kissed down her neck and bared her perfect breasts.  I sucked first one and then the other of her nipples, gently tugging them with my teeth.  She pushed me onto my back and undid my pants.  Pulling off my pants and boxers in one motion, she seized my cock and began sucking on it like a fiend.

I was in ecstacy.  This was positively the best blowjob I had ever had, bar none.  It wasn't long before I was jetting my cum into her mouth.  She swallowed my load and continued sucking until she had drained every last drop of cum from my cock.

Sitting up she licked her lips and said, "That was fun."

"It's your turn now," I replied.

"I should go now."

"Why? Because you're a lesbian?  I can still give you a good time."

"You don't understand," she pleaded, "I'm different."

Taking her hand I said, "It doesn't matter."  I kissed her lips in an attempt to relieve her tension.  I laid her back on the couch and began gently kissing her neck.  While continuing to kiss her neck, I pushed her dress off of her hips and pulled off her panties.  Rubbing the inside of her thigh I slid my hand upward toward her crotch.  And recieved the biggest shock of my life!

"Holy Shit!!" I cried as my hand grabbed a huge hard on.

"I tried to tell you," she said as tears began to fill her eyes.

Recovering from my initial shock I just stared, completely transfixed.  She tried to get up but I held her down.  Slowly I took her cock in my hand and gave it a gentle squeeze.  She let out a low moan so I began to stroke it.  She moaned louder and started to thrust her hips with each stroke of my hand.

What the hell was I doing?  Here I was with my hand on someone else's cock!  It was absurd!  I couldn't control myself anymore.  In a trance like state I lowered my head towards her cock, gingerly touching my tounge to the head.  There was a drop of pre-cum and I could taste its salty sweetness.

Slowly I took the head of her cock into my mouth.  I couldn't believe it, I was actually sucking cock!  I worked more and more of it into my mouth until I had the entire length of it and her balls were resting against my chin.  I withdrew it slowly before plunging all the way back down again.

Irene placed her hand on my head and began moving her hips back and forth, fucking my mouth as if it were a pussy.  She increased tempo and began burying her cock in my throat with each thrust.  Her breathing became ragged and she thrust  deep into my mouth, shooting her cum down my throat.  I swallowed all of it and continued sucking until she went limp.

Releasing her, i moved up and kissed her lips.  I carried her into the bedroom and laid her upon the bed.  Taking her cock in my mouth once again I began sucking until She had a rigid hard on again.  Irene leaned forward and kissed me and had me lay on my back.  She started sucking my cock again but quickly moved down to my ass hole.  She licked my sphincter for a minute, lubing it with her saliva.

When I was good and lubed, she lifted one of my legs over her shoulder and placed her cock at the entrance to my ass.  Very gently she pushed forward until my hole gave way and allowed her to penetrate me.  I cried out in pain but she very slowly began to move back and forth, going a little deeper with each stroke.  After she was all the way in she began to fuck me very slowly. 

At first the pain was almost unbearable but it soon faded and was replaced with sheer pleasure.  She continued to fuck me, moving faster and faster until she was pounding my ass like a cheap whore.  Reaching down I grabbed my cock and began stroking it in time with her thrusts.  It wasn't long before I shot my load all over my chest.  Almost immediately Irene drove all the way into my hole, let out a deep groan, and filled my ass with her cum.  Collapsing on my chest, she kissed me passionatley, and we drifted off to sleep.  This was one hell of a way to win a bet. 

            Carefully rummaging through the drawer I selected a pair of lace covered bikini bottoms.  My cock was fully erect and begging to feel them.  Dropping my pants I pulled off my shirt and boxers and slowly slid them up my legs.  I savored their silky smoothness and was about to reach for the bra when a voice behind me said, “What are you doing?”

            I froze, horrified at being caught.  Slowly I turned around to face Sam.  I tried to think of something to say but could only manage a meek stammer.  Sam just stood there with her arms folded, staring at me.  Her eyes lingered on my erection and a devilish grin came to her face.

            “So you like to wear panties do you?” she asked.  “Well I think I’ve got something we can have some fun with.  Will you do that for me? After all you are wearing my panties.”  Not waiting for a reply she said, “Stand in the corner and don’t turn around.”  Silently I obeyed her.  She knew that I was going to be pathetically easy to control from now on.  As I faced the corner I could hear her going through drawers behind me.  Finally she commanded me to turn around.

            When I did I saw that she had laid out a slutty outfit on the bed.  It was a red lace thong with matching bra and garter belt, black lace-trimmed pantyhose, and three inch stiletto heels.  “Put it on Ray,” she commanded.  Slowly I lowered her panties to the floor and picked up the red thong.  As I pulled it on my erection sprang back to life.  “It would appear that you like this,” she commented.  “Hurry up with the hose and belt.”

            As quickly as I could I donned the garter belt and slid on the hose.  I’m on the swim team so I keep my body shaved and the hose felt incredibly rich against my smooth skin.  I hooked the garter belt straps to the hose and put on the bra.  Sam stepped over with some silicone pads and slipped them into the bra.  She ran her fingers through my shoulder-length hair (the one vice I’d allowed myself since I could tuck it up under swim cap).  “You look pretty in that whore’s outfit,” she said.  “Step over here please.”

            I sat on the stool so she could apply makeup, blush, eyeliner, mascara, and lipstick, feminizing my soft features to the fullest.  “Turn around, let me look at my whore.”

            I complied, twirling slowly so she could see her handiwork.  My hardon was standing out beside the thong and she gently squeezed the head.  She threw her arms around me and began kissing me.  She pulled her tank top over her head and guided my mouth to her bare breasts.  I sucked first one and then the other, rolling the nipples gently in my teeth.  Pushing me down on my knees she said, “Close your eyes.”  I did and waited patiently as I heard her unzip and slide out of her jeans.  When she commanded me to open my eyes I got the shock of my life.  Staring me in the face was a nine-inch erection.  I could only stare in disbelief.  She flexed it up and down, breaking my trance.

            “Do you like it?”  I nodded.  “Then kiss it, take it in your mouth.”

            Slowly I extended my tongue to the head of her cock.  I licked up a drop of pre-cum and savored its salty-sweetness.  I took the head into my mouth and began to slowly suck on it.  I could only take about six inches so I concentrated on that, wrapping my hand around the base of her shaft and jerking her into my mouth.  While I worked on her cock she was running her fingers through my hair and telling me that I was a good cocksucker. 

            Soon her breathing became ragged and she said, “If you’re not careful I’m going to cum in your mouth.”  My response was to increase my tempo, sucking her with a vigor I didn’t know I possessed.  Soon I was taking all of her into my mouth, working my swallowing muscles on her cock head while her balls slapped my chin.  Finally she could hold it no longer.  She came with a rush, shooting her load down the back of my throat.  I swallowed as fast as I could but it was more than I could handle.

            I continued sucking her cock until I had every last drop.  Then I let her go with an audible pop.  She smiled and leaned over to lick up the cum that had dribbled down my chin.  Then she kissed me.

            “Your turn,” she said and pushed me onto my back.  She grabbed my seven inch cock and parted her lips.  She plunged down the length of my cock, taking it all in at once.  I moaned softly as she expertly worked on my cock.  Her left hand held the base of my cock, her fingers lightly massaging my balls, and her right hand probed my ass.  The sensation of receiving a blowjob while dressed up like a cheap whore and having my ass finger fucked was too much.  With a loud groan I came, filling Sam’s mouth with my cum.  She drank all of it, and then moved up to kiss me.  She had saved a mouthful of my cum and she now shared it with me.

            Sitting up she licked her lips.  “Mmm…” she said, “that was fun, but I’ve got more to give you.”  Reaching down she stroked her fully revived nine inch cock a few times.  Pushing me onto my back she said, “I’m going to fuck you like the horny little slut you are.”

            Grabbing my knees she forced them up to my chest, completely exposing my ass hole.  Placing the head of her cock at the edge of my sphincter she paused to apply some personal lubricant.  Then she slowly pushed forward until the head of her cock disappeared into my ass, causing me to cry out in pain.

            Sam waited patiently until my ass had ceased to spasm around the head of her cock.  Then she began to move her hips back and forth, working deeper and deeper into me with every stroke.  When she had about half of her cock inside me she withdrew all but the head then in one smooth motion she pushed in all the way to the base of her cock.

            The pain was excruciating, but the intense feeling of pleasure was even greater.  Slowly Sam fucked my ass, sliding almost completely out, and then gliding back in one fluid motion.  I lost all track of time, intent only on the great fucking I was receiving.  Then we heard a voice say, “Well, well, well.  What do we have here?”  Sam and I turned as one to look.  Jan was standing in the door wearing one of those extremely short skirts and a red halter top.  Here I was dressed like a horny slut with my legs wrapped around a shemale buried up to her balls in my ass with my girlfriend looking on.  What a fix.

            “It looks like Sam found herself a slut,” Jan said while walking over to the bed.  Leaning in she kissed Sam deep and passionately.  Hiking up her skirt she dropped her panties to the floor.  Hopping up on the bed she straddled me and said, “I like fucking sluts!”  With that she plunged herself down on my shaft, causing me to gasp.

            The three of us fell into a frenzied rhythm of fucking.  It wasn’t long before Sam tensed up and unloaded her balls into my ass.  I in turn came inside of Jan who was busy riding me like a jockey.  She came also and the three of us collapsed together in a pile on the bed.  It was the single greatest life changing performance for any of us.

As she neared my table I stood up and drew back a chair for her.  "Thanks," she said and sat down.  Catching the waitress' eye I ordered a couple more beers.  Sitting down opposite her I introduced my self.  She said her name was Sally.  The waitress brought our beers and we began making small talk, just passing the evening.

She had a beautiful smile and green eyes that twinkled when she laughed.  I don't know how long we sat there, just talking, laughing, and drinking more beer.  We were both pretty wasted when the waitress tapped me on the shoulder and said it was closing time.  She called us a cab and we went back to my apartment.

Once inside my apartment I got a bottle of Jack Daniels out of the cupboard and poured us another drink.  Sally sat on the couch and I sat next to her and sipped my drink.  She was looking so beautiful that I couldn't help but lean in and kiss her.  She returned my kiss passionately, wrapping her arms around my neck and holding me close.

Cupping her breast with one hand, I gently squeezed her ass with the other.  She sat back and undid her blouse, sliding it off her shoulders as she did so.  I pulled off my t-shirt as she took off her bra, revealing the most perfect tits I'd ever seen.  Bending over I sucked first one nipple then the other.  Sally moaned with pleasure and pulled my head into her chest.

Suddenly she pushed me onto my back.  She unfastened my pants and pulled them off, tossing them across the room.  She then removed my boxers and freed my six-inch hardon.  Gently she took my cock in her hand and sucked the head into her mouth.  Slowly she worked back and forth until she had my whole cock in her mouth.  She sucked on my cock, bobbing her head with a steady rythem.  She gently squeezed my balls with one hand and with the other she began probing my ass.  Normally I would have stopped her from doing that, but I was in such exstacythat I let her continue.  She continued to suck my cock as she probed my ass with first one and then two fingers.

Slowly she fucked my ass with her fingers, keeping rythem with her head while she gave me a blow job.  She started to increase the tempo and I felt the pressure build inside my balls.  Finally I couldn't hold it any longer and I came with a rush, filling her mouth with my cum.  She continued to suck until all of my cum was gone and then she sat up licking her lips.  Leaning over she circled first one and then the other of my nipples with her tounge.  Then she moved up and kissed me again.

Pushing her up I led the way into the bedroom.  We embraced again and she had me lay on my back.  Using a couple of t-shirts, she tied my wrists to the bed, then she tied down my ankles as well.  She then sucked me until I was hard again.

Reaching up under her skirt she removed her panties.  She next crawled up on the bed and straddled my chest.  "I've got a suprise for you," she said.  Slowly she lifted her skirt to reveal what her suprise was.  There, just inches from my face was a cock!

Even as I watched it began to rise from her hairless loins.  Fully erect it was a good eight inches long and was nearly touching my face.  I stared in disbelief, completely fascinated.  She flexed it up and down a couple of times which broke my trance.

"Do you like it?" she asked.  When I made no reply she said, "Kiss it for me, take it in your mouth."

Slowly I extended from between my lips and gingerly touched it to the tip of her cock.  There was a drop of pre-cum and I could taste its salty sweetness, not at all what I had imagined, yet not unpleasant.  Slowly I circled her cock head with my tounge, feeling its velvety softness.  Parting my lips I brought the head into my mouth.  Holding it there for an instant I couldn't believe that I actually had a cock in my mouth.

I began to suck, slowly taking more of it into my mouth.  When I had about six inches in I felt it touch the back of my throat and had to supress the gag reflex.  "Just relax," Sally said, placing a hand on top of my head.

Slowly she began to move her hips back and forth, fucking my mouth as if it were a pussy.  She continued to fuck my face while I sucked with a passion I didn't know I posessed.  She began to increase tempo, thrusting a little deeper with each stroke.  Finally I was taking all eight inches of her down my throat, arching my neck to allow it to slide down the back of my throat.

"You're a good cock sucker," she said.  "I'm going to cum soon."  My response was to suck harder and with more vigor than before.  Suddenly she almost completely pulled out and then she came.  The first jet landed on my tounge, then she pulled out and pumped her cock with her hand, shooting her cum all over my face.

Sitting back on my chest she gigled.  "I've always wanted to cum on a guy's face.  You're the first man I've ever been with.  So," she asked, "did you like it?"

All I could do was nod my head.  Using her finger she wiped up some of her cum and licked it off of her finger.  "Mmm...I love the way I taste.  Don't you?"

"Yes," I replied.  She then moved down and sucked my cock again.  She untied my legs and pushed my knees forward to my chest.  Then she started licking my balls and worked her way down to my ass hole.  She continued licking my ass and I couldn't help but moan with pleasure.

When I was well lubed with her saliva she moved up and pressed the head of her cock against my hole.  "Have you ever been fucked?" I shook my head no.  "So I'm in virgin territory here?"  I nodded.  "Well just try to relax."

She pushed forward and I felt my ass stretch as her head penetrated me and I cried out in pain.  "Just relax," she said.  "It'll start to feel better."  She waited for a minute while my ass spasmed around her cock.  Then she began to slowly thrust back and forth, penetrating a little deeper with each forward stroke.

At first the pain was almost unbearable, but as she got deeper and deeper the pain was replaced by a feeling of pure pleasure.  I'd never had my ass fucked before and I was amazed at how good it felt.  Finally she had all eight inches of that beautiful cock in my ass and she began to move in and out with a steady rythem, almost completly withdrawing and then sliding all the way back in.

The intense feeling of pleasure was incredible.  I just lay there, moaning like a cheap whore as she fucked my ass with an increasing tempo.  Reaching down she grabbed my rock hard cock and began to jack me off, keeping time with her own thrusts.  I lost all track of time, intent only on the pleasure I was being given by this gorgeous shemale.  Finally her breathing became heavy and she increased her pace.  With a final thrust she plunged in all the way and I could feel her cock begin to spasm as she came inside of me.  I could contain myself no longer and I came with her, shooting my cum onto my chest.

We both sat still for a moment while our breathing returned to normal.  Then she leaned over and licked my cum off my chest.  Then she kissed me, letting my cum run into my mouth, sharing it with me.  Un tying my hands she collapsed on my chest, her now limp cock sliding out of my ass.  I didn't know how this relationship was going to turn out, but so far it looked like a lot of fun.