Archive for Shemale Sex Stories

The Story About Nikki

Continied Tranny Nikki ’s Sex Story post.

After cleaning the needles, he laid them on Nikki’s belly. “Tony said,” I have two needles and one silver push pin. He picked up one needle and drug it across her breasts. While he did that, Rudy entered her pussy and began fucking her very slowly.

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As she grew closer to orgasm, Nikki could feel a heat on her left nipple. When she finally dared to look, she saw that a needle was sticking out of her nipple, dangling there, small drops of blood around it. “Oh…oh,” she said, and then she orgasmed like she never had before.

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Tranny Nikki ’s Sex Story

Nikki didn’t notice them right away. She hung up her coat, slipped off her shoes, and then turned around. The first one she saw was a black man, with pure white teeth. He was smiling at her. Nikki’s first impulse was to scream, but for some strange reason, her voice whispered a small, “Hello.”

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There were three others in the room. Two men were playing backgammon on the coffee table, hunched over with concentration. They hardly seemed to take notice of her. The other guest was a dark skinned woman dressed in a black suit. She was gazing around the room as if evaluating the decor.

“Hello Nikki,” the black man said. “My name is Tony. My slave over there is Rosita, and your two backgammon nuts are Rudy and Mike.”

The two men looked up at Nikki and nodded. “I am Rudy,” the gray haired man said. “He is Mike.” Mike looked at Nikki up and down, but did not speak. Nikki could tell, though, that he liked what he saw. After all, she was in her short black skirt and low cut sweater. Men tended to notice her when she wore that outfit. It struck her then that Master had ordered her to wear this outfit today, even though it was not her usual corporate clothes.

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Female Fucks a Shemale Story

As you are sitting in your computer chair , chatting online, I walk up behind you and softly massage your arms. I lean around and kiss you on the cheek. You turn your head to see who it is and I kiss you full on the lips. I walk around your chair and sit on your lap facing you, teasing you. I wink at you and slowly run my fingertips across your lips and down your neck. You lean back as if you are enjoying it. I slide my hand over your hardening nipples and smile a wicked little smile. I lean down and plant soft kisses on your neck, ears, and lips.

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Not knowing what is going to happen next, you close your eyes and enjoy what I am doing. I slide off of your lap and between your legs on my knees. Leaning over to nibble your nipples through your nighty. Running my hands down your stomach and down your inner thighs. I notice that you are becoming erect so I pull your nighty up and slowly lick the head of your cock all the way down the shaft. Flicking my tongue ring over the head of your cock. Teasing you. Suddenly, I take as much of your cock as I can into my mouth.

 

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Woman Fucked Tranny Babe

Continied Tags: Female Fucks a Shemale Story post.

I then remove my shorts. You smile seeing that I am wearing no panties and am completely shaved. I walk over to the bed, unfastening my bra. I climb into bed with you and lay beside you. Kissing you and stroking your beautiful cock. When you are fully erect once again.. I slide down and take you in my mouth. Getting you nice and wet. I then climb on top of you, lowering myself onto you. I feel the head of your cock pushing inside me and I let myself down on you slowly. You feel so good inside me baby. I slide the rest of the way down on your cock, moaning.

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I start bouncing on your cock. I look at you and smile, telling you I want you to do me doggy style. I get on my hands and knees and you climb behind me. I feel you rubbing your hard cock up and down my wet slit, but it’s not enough for me, I want you inside me so I tell you to hurry. You slide your cock all the way inside me with one thrust.

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Transsexual Devils Sex!

Continied Devil Shemale Sex Story, Devil Shemale Sex.

Transsexual Devils Sex!

I watched in fascination, stroking my penis in hot anticipation, as she pulled some lubricant from her purse and oiled her penis. Then she leaned forward and began to suck on mine. The sensation of her tongue gently running up and down my veins was exquisite. The pleasure was so great that I didn’t even notice she had a finger in my ass until she pulled her mouth away. She wiggled it gently and I felt a bit of stretching as she inserted a second one. It felt best when she played with my opening. She gently rubbed and massaged for a few minutes and I smiled happily. She smiled down at me and told me to get onto my knees, doggy style. “No,” I said. “I want to watch you make love to me.”

We cleared off the coffee table and I put my back against it. The very end of my ass was hanging over the edge and she positioned herself between my legs. I could feel her fit the very tip of her cock into me and it felt monstrous. She let it sit there for a few seconds while she began to stroke my chest and tease my nipples. The very idea of her fucking me like this was wildly arousing, but soon she began to move inside of me and I found myself soaring.
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Devil Shemale Sex

I was lost, which was kind of embarrassing. It had only been a few years ago that I lived in this city. I’m sure my friends had never anticipated this and had not thought twice about leaving me to my own devices. I wandered around the buildings. My friends were organizing a massive party of some sort and there would certainly be signs up and, as I expected, it was only a matter of time until I found some clue.

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Devil entered the building with the sign that read, “Journalism Students Bash”. Now that I was in the right building, I merely had to find the party area. I searched around for a bit, passing a little red haired girl in my haste.

The second time I wandered by her I had, by the process of elimination, begun to figure out where my friends must be. At this considerably more leisurely pace I was able to examine the little red haired girl more closely.
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Gangbang Shemale Story 2

Continied Gangbang Shemale Sex Story.

Tom would have blown Mark if he had wanted that. He had done that before, but Mark really liked it when Tom jacked him off. Well, to each his own. Tom like jacking Mark off and watching him squirt. Tom went into his bedroom and got some lube. When he got back Mark was laying flat on the floor, completely naked with his legs spread. Without saying a word, Tom knelt between Mark’s knees, got some lube on his hand, and began slowly stroking Mark’s hard cock. He did it slowly at first, getting it well lubed from the base to the head, and getting that slick stuff all over his hand as well. When Mark was well lubricated, Tom started going faster. Now they could hear that familiar, and very sexy, sound of a wet cock being jacked off. He started going faster and faster, rotating his hand around the shaft as he went up and down it, going all the way to the base and well up over the swollen cock head. His other hand began to fondle Mark’s swollen nuts, first just rolling them around in his hand, then firmly but gently squeezing them. When Mark was getting close and moaning, Tom put his first finger and thumb around Mark’s nut sack just above his balls and gently pulled down on Mark’s balls.

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“Oh God yea,” he moaned. “So good - so fuckin’ good! Blowing you got me so hot.”

“Payback! Shoot a nice stream of cum for me,” Tom urged him as he gripped Mark’s cock a little tighter and stroked just a little faster.

“Gonna spray the ceiling,” he groaned. Seconds later Mark couldn’t take it any longer and started to come. His legs stiffened, there was groan, and the first squirt of come shot from his hard cock. It arched into the air and landed on his chest, followed by squirt after squirt of the thick white stuff, most of it landing on this chest, and the rest landing of the floor. Tom continued to rapidly pump Mark’s squirting cock until he stopped squirting. Then, with a combination of lube and Mark’s own cum, he moved his wet hand up and down the shaft and over the head slowly and gently as Mark started to soften. “That was great!” Mark finally gasped.

They took a hot shower together after that and thought about having seconds. But, as it was getting late, they decided to call it a night.

The next evening, Thursday, well before eight, Tom was back at the same bar on the same stool. Right at the stroke of eight, Samantha came into the bar. She spotted Tom right away and gave him a big grin.

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Gangbang Shemale Sex Story

Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a serious case of ugly. The chances of finding one like the ones in the video taped he had just been watching was pretty slim. But, he knew if he never went looking, he would never find one. He knew they preferred to be called transsexuals and not she-males as they regarded she-male as a rather derogatory term; the term “tranny” seemed to be okay with them. Getting into the sack with one was a fantasy of his. It wasn’t that he didn’t like women, he just liked men a lot better. Well, there were parts of women that were interesting, hence the attraction to the she-males. A she-male was pretty much the best of both worlds. The only trouble with trying to turn a fantasy into reality is that you just might like the fantasy better. But, if he didn’t try it, he would never know!

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Tom went out looking for one, just to see if sex with a tranny would be as much fun as he had imagined. Well, that was just the start. It took some digging to find out where they hang out. There are places that have more than others - and they can be found - if you care to look a little. That being said, Tom finally found a place where there were alleged to be a few. And, as he had guessed, the first few trips down to those bars and clubs were a bust. Oh, there were a few trannies there, but nothing to write home about. But, it was promising. Where the uglies hung out, there were probably going to be a few lookers too. The trick of course would be to find something of a looker that wasn’t attached and didn’t think she was the cat’s meow. Tom was pretty sure that he wasn’t the only one who would like to get a decent looking tranny in bed with him.

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Shemale Angel Sex Story

Continied Shemale Sex Party post.

In response Jack practically leapt from the chair. Angel stepped away from Jen, allowing Jack access to Jen’s soft back side and for a brief second you could see both Angel’s cock and Jack’s side by side. It was amazing how much bigger Angel’s was than Jack’s, but then of course Angel’s was a strap-on, right? Jack was inside Jen’s pussy and pounding away at her with complete abandon. All the guys in the room were cheering Jack on and a few of them had their own cocks in hand hoping for a chance to try Jen out for themselves. Once again no one was paying a lot of attention to Angel. She unstrapped the harness, letting it fall to the floor, but her cock remained exactly where it was and now you could see her tight balls hanging below it. Strap-on hell! That was her cock!

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If the cock was hard before, it was even harder and bigger now. The head was purple, swollen, and still shiny from Jen’s pussy juices. It had been standing straight out in front of Angel, but now it was pointing up a little. Angel had a rather determined look on her face.

Jack was starting to pump a little slower, and on one stroke he stayed all the way in which was what Angel had been waiting for. She stepped up behind him, spread his ass cheeks and shoved her huge cock all the way into Jack’s unsuspecting rectum. Jack let out a howl but couldn’t move. He was skewered on Angel’s big cock and held in place by Jen’s firm butt. All the guys in the room went quiet and the only sounds were the moans coming from Jack and the music from the stereo. Angel grabbed Jack’s hair and pulled his head back so she could talk into his ear.
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Shemale Sex Party

What started out to be a normal bachelor party couldn’t have turned out to be any less normal than the one I attended last year. I was a friend of a friend so I can’t say that I knew the groom or all of the guys there, but I’m an easy going guy and as the beer started to flow of course we all became fast friends.

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The word at the party was that there were some strippers coming over later and we were all waiting very impatiently while we consumed mass quantities of alcohol. As the night wore on all of the 11 guys there became quite inebriated. About three hours after the strippers were supposed to arrive, there was finally a knock at the door. The best man stumbled to the door and threw it wide open. There in front of him was not the one stripper he had requested but two. One was a fabulous looking blonde who, in her spike heeled pumps, towered over the rather short best man. The other was a very pretty brunette who was almost as tall as the blonde. Both women were dressed in black leather mini skirts and bright red halter tops. The blonde was the slightly more buxom of the two but both ladies were showing a lot of cleavage.

They walked into the room without being asked and were followed in by another tall blonde woman who was dressed a little more conservatively in black leather pants and a matching vest, sporting some cleavage of her own.

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Transsexual Mad Sex Night

I’d experienced a great many crazy perverted things in my sexual adventures, but this was a new one on me. The sort of thing you read about, or hear about, or lied about, or just saw on porno videos. Whether it was actually a fantasy, fetish, or obsession was always down to you. But there I was, lying in bed, my hand exploring on my “female” partner’s body exactly what hers was on mine. The night had been wonderful up until now, and now it could go in any direction. She was pretty, with a fantastic physique, I mean I like to keep the fat off and the heart and muscles strong but she was in great shape. We’d been talking, bullshitting, and flirting for the last few hours in a seedy downtown bar. I’d actually gone for a quiet beer to be alone with my thoughts, not to pick up any action. I don’t know what she was there for.

...At last we came apart, both spent and softening, and I licked my lips and gulped embarrassedly before crawling up the bed to lie beside her. She ruffled my hair and kissed me lightly on the lips, breathing sweet thank yous and that was incredible, your beautiful baby, do you like my cock, you know how to fuck an ass God my world moved and other meaningless nothings. At length we kissed and drifted, half hard into sleep, fitful and filled with crazy dreams for me, probably conquest and triumph for her. What did fucking a shemale and liking it mean about me, what did my pleasure in sucking her cock mean, and I surprised myself with my awesome cum-lust. What did it all mean ? could mere women ever be enough again?...

You see, I’d been an active bisexual for a number of years, but then, almost a year ago to the day, I’d freaked out and decided to go straight. It was good, girls had what it took to satisfy me, and I’d had a short relationship and a couple of flings. Was it what I wanted? I didn’t know. Fact was, a girl I’d had a fling with had walked back into my life and we were both talking about why we didn’t go steady. We’d had a couple of dates, fucked, and had a big “for real” decider date in a weeks’ time. But just 2 nights ago, a guy I knew was gay had come on to me after drinking one too many beers together over at his pad on a Saturday night. He blew me and was fucking good, but it didn’t work. I felt actually straight now. No matter how hard I was from his ministrations, or how bad I wanted to return the favour, I just didn’t want to do that anymore.

And I’d come to this bar to drink myself stupid and think really seriously about who I was and what I wanted. Because the girl in question was worth it. But on the way to getting drunk. Cristy had helped me. And I’d helped her. We drank, we bullshitted, we flirted. The only girl’s I’d met before as forward as her were of two types, the kind that want to get paid, and the kind that are in the same swingers’ club as you. But this was just a bar, I was just a guy, she was just a girl.

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Tranny slut getting gangbanged

Continied Shemale gangbang story post.

The crowd at the club was a little thinner than usual. I don’t know why. The weather was fine; a perfect spring night in fact. People just didn’t seem to want to be out.

But I was determined to socialize with someone.

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I mingled for a while, chatting with a few people, and finally just sat down at a stool in the middle of the bar. I was sitting there sipping my drink when Bill came up to me. His line didn’t waste any time.

“Hello, gorgeous. I like your dress. I’d like it even more if you’d stand up and model it for me.”

He was tall, reasonably handsome, and seemed interested in me. We talked, drank, flirted, and danced until closing. Unfortunately, no matter how much I tried to, I couldn’t persuade him to take me home with him.

Oh, well, I’d be going home alone. Again.

Which was too bad.

Bill had made me really horny. I guess I’d have to just go home to put a plug inside myself and masturbate to an exploding orgasm. Again.

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Shemale gangbang story

I was just out to show off, and have a good time wearing a short skirt and high heels at the local TV shemale adult club.

Tonight, though, I went a little farther than usual. I had bought some new things, and I was dying to show them off.

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I wore my latex rubber corset: pitch black, very tight, and very heavily boned from top to bottom. It was smooth enough not to show under dresses, and tight enough to make me look like I had natural breasts, even let them jiggle a little. The corset held up some sheer black seamed stockings with little sparkly rhinestones woven in.

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Danny - The Transsexual

I know this really great couple, Blair and Nora. I don’t see them all that often, but they know me better than a lot of my friends. And whenever I’m in town, I like to spend time with them, because they make me feel so welcome. I think of it as a little personal retreat, a getaway from the cares and draia of my personal world.

Blair’s a good-looking guy, darkly handsome. Very straight-laced in appearance, but not in fact. Nora is just beautiful – a goddess, blonde as Venus and built like a Greek statue – I guess regal would be the word. So last summer, when they asked me to join them in the bedroom, I guess I was a little shocked.

They knew about me, of course, but didn’t make a big issue out of it. It was wonderful, feeling like they wanted me there for me, not just because of or in spite of what I am.

They undressed me slowly, kissing every inch of skin as it came uncovered, from my nipples to my ass, my thighs, calves, ankles. Nora pulled me down on the bed to kiss me and hold me. I watched Blair seat himself between her thighs and slide into her, but neither of them neglected me.


 
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Hawaii Shemale

A girl comes home to Hawaii and learns her family secrets.

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The plane descended toward the islands. They looked like beautiful green jewels in the deep blue ocean. Cindy felt like bouncing up and down in her seat. She was home!

Cindy’s mother was a native Hawaiian and had lived on the islands all her life but shortly after Cindy was born she took a job in Chicago and hadn’t been back since. She would never say why.

Cindy just felt drawn to her native soil. She’d always been a beach bum, weather permitting, and was a star swimmer in high school. She constantly read surf magazines too and was dying to give it a try. She had been bugging her moher as long as she could remember to take a trip there. Then finally for her eighteenth birthday Cindy’s mom surprised her with a ticket. She could stay with her grandmother in Hawaii for the whole summer before starting college!

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