Story Details

Natasha the Shemale **(FIXED)**

Asterisk on Bisexual Stories

Sorry about the mis-posts. here is the fixed version. Hope you enjoy.



Her skin was a smooth caramel color, soft and unbroken except by the occasional brown spot. Her curvy waist blended seamlessly with her crotch, no tan line of any kind was visible except on close inspection. Her erect penis was a meaty seven inches ending in a red-peach color head, pushing through her cute foreskin. It was fairly thick, and you could see her well-defined shaft easily.

Her hand grazed my left arm as she lifted it up to run her hand through my hair. I leaned down and took her penis in my mouth, licking and kissing its tip. Her hand brushed my hair again as she looked down on me, affectionately pursing her lips. I slipped my tongue on her shaft and went down further down on her dick, feeling her top on the roof of my mouth. I could feel my own erection pushing against my jeans as I became more aroused. Her penis tasted sweet, slightly salty, with a little bit of pre cum leaking out into my mouth. I declined my head a little bit and pushed further down on her cock, my saliva letting it slip smoothly into my throat. Her meat felt so good in my mouth, my own dick was bursting at the seams just to prove it. I took her dick almost down to the hilt, licking around it with my tongue and massaging her balls with my left hand. I went back up, slurping loudly on my saliva and her pre cum and then went back down, my ecstatic moan muffled by her meat.

She reached over as I blew her and unzipped my jeans, letting my penis out for some air. As I went down on her again, faster this time (her rod felt so good on my tongue), she jacked me off with her nimble fingers. My moan was muffled as I blew her even faster, my saliva lubing up her dick naturally. She whispered something sexy to me, but I was too busy getting face-fucked to hear. God, she felt so good filling my mouth with her man-meat. I could hardly even breathe but I didn’t care because I loved it so much as I deepthroated her entire seven inches and held it there.

Natasha was jacking my dick even faster now and I felt so good I was about to cum. Finally my blowjob got too much for her and she grabbed my head with both hands and started fucking my face.

“Ooooh, you slutty little bitch!” she uttered sexily as she fucked me. She forced her shaft into my throat, her muscle brushing my teeth and flattening my tongue to the bottom of my mouth. Her dick filled my entire mouth and more, I almost gagged on the delicious meat, then before I could recover she pulled back and shoved in with more force.

I gagged on her dick as it was shoved deep into my throat, her back arching and her head leaning back as she thrust. Tears welled up in my eyes as she fucked me. My gag only encouraged her and she continued with increased vigor, her cock, spit-lubed, went in and out of my throat so fast it was all I could do to not choke to death on it.

It would have been uncomfortable if it didn’t feel so fucking good.

“Oh, fuck!” Natasha grunted as she thrusted once, twice, and came down my throat in a hot, sloppy mess of cum. I tried valiantly to swallow it all, but I choked and gagged as cum flooded my mouth and overflowed back out. I pulled off her prick and took a gasp of air, moaning in delight.

“How’d you like that, baby?” Natasha said, her voice a bit husky from her explosive orgasm.

“That was the best. I’ve done it a couple other times,” I took a deep breath, “But that felt so damn good.”

Cum dripped off my face and pooled in my mouth, I had to swallow so I wouldn’t drool semen.

“Ok big man, lick all that cum off my dick,” I gladly complied, my tongue running up and down her rod, balls and thighs as I licked her down. Her dick was limping a little, but mine was still rock-hard.

“I need a little break baby, but I’ll be back in a second,” Natasha said, getting up to leave the room. I watched her bare, sexy ass sway as she left.

I immediately began jacking myself off. Natasha’s hot shemale dick made me so horny, I thought as I fapped myself. I decided I wanted to feel her dick in my ass after all. God, I couldn’t wait.

My fuck buddy got back, swinging the door closed behind her. She held up two condoms and smiled, her bright white teeth complementing her dark hair. “Ready for some fun, you dirty man-whore?” the sexy shemale said.

I smiled. “I want you to fuck me in the ass,”

“I knew you’d come around,” Natasha got on the bed, opening one of the condoms with her teeth and tossing the other one down. My dick hardened once again as I grabbed one of her perky tits and massaged it, pinching her nipple a bit. I leaned in and sucked on her hard nipples, licking them with my tongue and tasting sweat. Natasha ran her hands down my back, feeling me up a bit as she leaned over to kiss me.

Our lips met, opening our mouths and accepting each other’s tongues. We kissed passionately, me practically sucking her lips off as we embraced. Our penises were hard again, and they touched as we pressed our bodies together, my nipples to hers. I reached down and jacked them both with one hand, necking her at the same time. Natasha smiled and pushed me back on the bed, pulling the condom on her cock. My back was flat on the bed, my head angled towards her and my knees sticking straight towards the ceiling, heels to my butt. She slapped my ass, unable to hide her smirk.

At first I thought she was going to fuck me right away (I wasn’t sure if I was ready), but instead she bent down and kissed my penis, leaving a dot of spit where her tongue touched my meat. Her caramel ass stuck high in the air as she bent over and licked my balls, sucking one of them into her mouth. I could feel her tongue licking my left nut before she spit it out and ran her tongue up my shaft, leaving a saliva trail up to my purple-red penis head.

She shifted slightly, shoving her hand under my butt check and gripping it, leaning farther forward and spitting on my penis. Spit dripped down from my foreskin area as she licked all around it, angling her head and letting her thick, black ponytail fall to the side. I reached down and undid it, letting her luscious hair fall free on my crotch and knee.

She licked my penis head like an ice cream cone, all around and on the sides like I was melting and she had to prevent me from dripping onto her hand. A low gasp escaped my throat as she licked me up. When it came to blowjobs I don’t think I did too badly on her, but on me she was a goddess.

She dragged her tongue back up my rod and started blowing me off. Her expertise blowjob felt like none I had had before.

She increased her speed, blowing my dick faster and faster until her head was practically flying up and down my dick. My gut clenched and I knew I was about to cum. I held my stomach until the feeling just got too much for me and I grabbed her head with both hands and humped vigorously.

“Fuck…” I managed, before blowing my load in her mouth. She finally slowed down, gulping down hot cum as I pumped it down her throat. She managed a lot better than I did, only gagging a little when she swallowed my cum.

Natasha laughed and sighed, swallowing the last of my semen. “Ready for some anal?”

“I think so, but I don’t know how to do it,” I replied, my dick already starting to pop back up from the thought alone.

“You cleaned, right?” she said, raising her eyebrow.

My face got a little red. “Yes, of course.”

She wasn’t done with the interrogation yet. “When did you last eat?”

“I haven’t eaten dinner yet, so that would be noon.”

“Good. Get ready for a good time, baby.” She leaned over my body, my weak knees sliding down to rest heel-down on the bed. She kissed my neck, going up until she was tonguing underneath my chin-line. She kissed my lips, passionately but tenderly, then kissed my forehead and reached down for my balls with her left hand.

My penis was perking back up all the way, getting stiffer and stiffer as I was subject to Natasha’s foreplay. She fondled by balls with one hand, her finger edging down towards my tight asshole conspicuously. She kissed my chest, once, twice, and then licked my nipple as her left hand began softly stroking my dick. A low moan, almost a sigh, escaped my throat; I could tell she would drive me to the point that I would beg to be fucked.

Her head got lower and lower down my body, kissing me all the way and leaving very faint marks of left-over lipstick in dots. As she passed my erection she gave it a small lick, as if reminiscing the blowjob she gave me only a few minutes ago, then moved on to my inner legs. She kissed both of my thighs, dragging her lips on my skin and she kissed from place to place. Still kissing around my dick, with her left hand she reached for something behind her.

I reached down and smoothed her black hair back behind her ear tenderly, as it had been lolling over to one side and falling everywhere. She kissed me two more times on my very lower thigh area -just above my anus- before pushing my legs up and kissing my asshole. My anus was a tight little thing, never before been penetrated except by a few of my fingers during a little experimental masturbation. She spit in my hole and stuck her finger in, wiggling a little to get further in.

“I can tell I’m going to have to go slow on you,” she said with an air of amusement, pulling her finger from my ass. She pushed my legs back up into the heel to butt cheek knees-up position and opened what she had grabbed earlier. I caught a glimpse and learned that it was a small bottle of lube. She squirted some lube on her finger and worked it back into my ass, going in and out in order to oil me up sufficiently.

My breath caught in my chest as she fingered me, I had never felt anything quite like it before. She pulled her finger out to lube it up more and I let out a sigh that I had been holding.

“Oh, shit.”

“You ok?” she asked, not looking up at me.

“Yeah, yes. It feels good.”

“Good.” She put her finger back in, this time accompanied by another, both covered in lube. My eyes closed and I focused on breathing as her fingers went in and out inside me. She pushed her digits all the way in my asshole, moving them around to lube my anus thoroughly. My heartbeat quickened, I couldn’t believe I was about to get fucked in the ass. I was nervous, but not really scared, per say. Nevertheless, my heart was racing. She pulled out and pushed back in a little further, twisting her fingers and brushing my prostate.

A small but powerful tingling sensation shot up my body from my ass upon contact.

“Wow, what was that?” I gasped, slightly out of breath.

“Hmm? Oh, that was your prostate, I think. Trust me already, you’ll love anal.” Natasha’s voice relaxed me, and I let my head fall back on the bed.

She reached back up and stroked my penis again as she lubed her own seven incher. Suddenly I felt her large penis head pressed against my opening. Her dick was well lubed, and so was my ass, so it popped in easily. I caught my breath again as I felt her head in my ass. I couldn’t believe it, I was getting anal. I released my breath and got ready for her to push in… and she pulled out. Before I could raise my head to see what was wrong, I felt her penis shaft brush against my now slightly loose opening.

Her butt made humping motions as she teased me, her dick rubbing against my asshole. She leaned over and kissed the tip of my dick and started rubbing her own dick against it. With her still-lubed fingers she probed my ass. My face got red with arousal as she teased me. Her curvy body undulated for a few more minutes as she humped, her hand reaching back around to finger me at the same time.

She pulled out again, going back to missionary position and poking my ass with her cock’s head. My chest heaved as she put more and more pressure teasing my anus, god, I wished she would just put it in already. She increased her teasing hump with more vigor, shaking the bed with the short but frenzied movement.

She slapped my butt cheek. “Do you want it?” Natasha whispered. My entire body felt warm from sexual excitement.

“Yes,” I managed.

“Huh?” she asked, as if she hadn’t heard me.

“Yes,” I said, louder.

She slapped my cheek again. “I can’t hear you,” now she was being mean.

“Fuck me!” I shouted. “I want you to fuck me!” she laughed, pushing her head in me again.

“Beg for it, bitch!”

“God, fuck me! Please fuck me!” I was humiliated but felt so good, she had barely penetrated me but I could feel tingles all over my body.

“What do you want?” she yelled, not too aggressively but lustily.

I let my head fall back on the bed. “W-what?” I said. She can’t be serious, I thought. She stopped moving her dick.

“What do you want?” her voice was a whisper again.

“I want you to put it deeper.” I said in a low voice.

“I didn’t catch that,” she moved her penis inside me slightly, from side to side sending tingles up my body.

“I want you to shove your dick up my ass! Fuck me, fuck me in my ass! Please, shove your cock in there!” I was beyond reasonable thought now. I didn’t expect it to be like this, such a surrender of my dignity. I didn’t care; all I wanted at that point in time was to be anally fucked, and hard.

“OK, you asked for it, slut!” she shifted her knees a little bit, getting in a better thrusting position.

She shoved her penis into my asshole, gripping my butt cheeks for more traction. Tingles went flying up my body as I writhed in ecstasy. She pumped it in about four inches, loosening my asshole and giving me the most spectacular sensation. I don’t really know if it was better than fucking someone else, but that was the furthest thing on my mind at the time.

“You got a tight little asshole, don’t you?” she said, slowing down her anal assault.

“God, it feels so good,” I gasped.

She pulled back slowly, and then upped the ante. She pushed back into me faster, pushing farther in my asshole than before. She pulled back again almost immediately and then thrusted again, sending torrents of sexual ecstasy up and down me until they rested in my penis. She didn’t let up at all, fucking me faster and faster.

I felt her penis touch my prostate, sending another wave of pleasure, once, twice, over and over again until she was rubbing past it was into my rectum. My asshole stretched like I never foresaw, I felt like it was a cavern being filled by a tree trunk down there. Pain shot up my body as she thrust into my ass with such ferocity that I lost my breath and gasped for air. Her seven inches was painful agony, and her anal fucking was erotic ecstasy. I felt light-headed with pleasure and pain alike. I lost track of time, she could have been fucking me for a minute or two hours. I was in heaven.

“Are you ok?” she asked, finally slowing down.

“Oooh, Oooh, OH, god, ooohh, holy fuck…” I gasped.

“Do you think you can take the whole thing?” she asked. “I won’t be angry if you can’t”

“huh-huh, how far in are you?” it felt like she was at least ten inches in my ass.

“You’re doing amazing, baby, I’m about four, almost five inches deep.”

Fuck, four inches? It felt like she was a foot in me! “No, you can go in deeper than that,” I wanted to take it all.

“Are you sure? Most guys can’t even do this much their first time.” She started to move her dick again.

“I want all of it, baby, just give it to me,” she smiled and pushed my legs so that my knees were almost touching my chest.

She shoved all the way past my prostate and into my rectum when she continued. Pain racked my ass, but pleasure gripped my entire body, making my stomach clench and my dick stiffen. It felt like she was ramming my pleasure button as she butt-fucked me even deeper.

I couldn’t hold it much longer. “OOOH, ohh, fuck! I’m gonna cum, fuck! OOOH” I yelled in ecstasy. Natasha shoved her rod deeper, deeper… five inches, six…

“Fuck, I’m almost there!” she cried.

I forced myself to hold my cum. “GOD! Fuck!” I felt more pain as she pushed for seven inches. she pulled out, thrusted… and she was in! She was in my ass down to her penis’s hilt, I could feel her balls rub below my stretched asshole.

“FUCK! Yes! I’m in, baby, all the way!” she shouted.

I couldn’t hold it anymore. “Shit, I’m cumming! Fuck!” jizz flew out of my dick as I got the best orgasm I’ve ever had. I felt it throughout my entire body, as the orgasmic tingling sensation rose to its crest and exploded, sending me into euphoric orgasm heaven.

Natasha pulled back and thrusted even faster as semen splattered my stomach, I could tell she was on the verge of cumming too. Her entire dick filled my stretched asshole as she pumped it in and out in her pre-orgasm throes; I hadn’t felt anything like it before. I was so completely filled, so stuffed I could hardly think. Just then, Natasha pulled all the way out, yanked her condom off, and shoved her bare dick back in.

“Yeah! OOoh, fuck yeah! I’m cumming!” Natasha shouted as she came into my rectum. I felt her hot seed spray all in my rectum and fill my entire ass with liquid goodness. Her bare dick felt even better than her wrapped one, and it felt even better as she thrust in and out and came.

I had just finished coming but I already felt my stomach clench again as her jizz splattered my insides. I had never came twice without stopping before, I didn’t even know it was possible, but it was the best thing I had felt in a long time.

She pulled her cum splattered dick out of my ass and flopped down on the bed beside me. My knees were weak and trembling, I don’t think I could’ve walked if I tried.

“Wow,” was all I could say. I was out of breath and my heart was finally slowing down.

“That was amazing,” Natasha said, sounding considerably breathless as well. “I haven’t gone all the way in a guy in a really long time.”

“I was good?” I turned my head to face her. Small tears were trickling down my face.

“Fantastic,” she kissed me on the lips, then the forehead.

“Sorry about cumming in your ass like that, I just got carried away,” she apologized.

“It’s ok,” I said, “It felt great anyways.” I cupped her breast not sexually (I was all sexed out), but fondly with my weak hand as I returned the kiss. She snuggled up against me and smoothed my hair back. My eyes grew heavy as we kissed, and I fell asleep with my hand resting on her limp penis and her bent leg resting on my straightened one.

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