Archive for Shemale Sex Stories

Fuck Me Tranny!

A bathroom tranny blowjob takes on new meaning for our hero. My first story submission. Hope you enjoy it.

Fuck Me Tranny - Free Shemale Sex Story

My life had become pretty boring and my sex life non-existent.  The women in my life had all proven themselves to be untrustworthy, transparent and superficial.  I was taking a break from the world.  I just wanted to sit at my bar stool, get drunk and smoke my Cohiba until I could drink and smoke no more.  When the dark haired, dark skinned beauty sat down next to me I was at first a little pissed, that soon passed when I got a look at her tits screaming to get out of the tight top she was wearing.  They jiggled nicely as she moved teasingly from side to side as though looking for someone she had been waiting for.  Nice long and slightly muscular legs crossed themselves nicely all the way down to a pair of shiny black stiletto heels. 

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Shemale Fantasy

Shemale Fantasy Pt. 1

How I became a shemale slut.

My fantasy is to be taken by a shemale.

I have been working at this boutique for about three months. I sometimes work the same shift with this very attractive young lady who is tall with a knock out shape. Her breasts look absolutely luscious as she dresses very provocative at times. I find myself very turned on whenever I am around her.

How I became a shemale slut.

One evening after the store was closed, I was at the register counting the till and she was supposed to be straightening up the dressing rooms. As I was standing at the register, I noticed her walking towards my way with a very sexy look in her eyes. I could tell, as she got closer, that her nipples were very hard. Though I was looking very intently at her, I managed to ask her if she was finished. She said, “not yet.” Before I knew it she was standing behind me with both of her hands covering and squeezing my very supple breasts. She pressed into me and got very close to my ear and whispered, “I can’t take it anymore.” “I have to have you.” I was weak at the knees, but I couldn’t resist pressing back into her. She told me that she wanted me right then and there and that she had a big, big surprise for me. Man, I was so excited and turned on that I continued to press my butt back into her and as I did I felt something long and hard. With her mouth still pressed to my ear she asked, “do you feel that.” Speechless, I shook my head yes. I felt it and I wanted it. Read the rest of this entry »

Shemale Christina’s Story

Christina and I are the best of friends. And as best friends we tell each other everything, and I mean everything. From our dirty little secrets to our hidden desires, nothing was left out. We were closer than most sisters and we had only known each other for a year. There was nothing we didn’t know about the other. Or so I thought.

The free sex story of horny tranny shemale Christina

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Tranny Shemale Mistress

Tony turns 21 and decides to go party with his friends. Tony, with Bob and Chuck, (his college roommates) want to try out a bar on the other side of town - a new bar called “Desires” that they had heard a lot about, but never visited. The bar was known for wild and crazy parties. They also heard that some of the most beautiful women in town hang out there.So they decide to go and have some drinks and hang out for a little while there.

Tony starts to really celebrate, and drinks as much as he can, and the three of them dance with some girls, and are really having a great time. Tony notices that the room is starting to spin, and he feels kind of numb. Bob and Chuck are ready to leave, but he says he’ll take a taxi home, he is having such a great time, and it is his 21st birthday.

Then something incredible happens, he turns and there is the most stunningly beautiful woman he’s ever seen before in his life. She’s statuesque, about 30ish, with long red hair almost down to her perfectly shaped ass. She’s wearing all black - a vest that pushes her beautiful breasts up into a cleavage he could lose himself in. Leather boots, a shiny leather mini skirt and fishnet stockings with spiked heels. He senses a strangely alluring quality about her. He steps towards her to introduce himself, her eyes lock with his and he feels weak in the knees. She says her name is Sasha. Read the rest of this entry »

College Shemale Cutie

Shemale sexy tranny college cutie slut porn storyIt was my first year at college and I was 300 miles from home. It was great! Here I was 18 years old and on my own, no parents, no annoying siblings and no rules. Oh, and did I mention I had two women as roommates? Yeah, and they were cuties, but not my type. Now their boyfriends, on the other hand, were something to look at. Both of them had big, jock type boyfriends, one of them quite handsome and the other a little plain except for his rippling muscles.

I guess at that age I would have to say I was some what messed up sexually. I found both men and women attractive, although I had never dated a man and women didn’t seem to quite do it for me.

I was your average 18 year old basically. I liked going to movies, hanging out with my friends and dressing in women’s lingerie. Ok so maybe that’s not so average but for me it seemed quite normal. I had been dressing up in my mother’s silky nighties and dresses since I was about 13 years old and found it fun. I guess I could say it turned me on. It still does turn me on, only difference now is that I do full make up with it.

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Transsexual Shemale Whore

Transsexual Whore; Free Shemale Tranny Sex StoriesMy life has always been exciting, at least to me. My name is Julie and I love being a transsexual. You’d be surprised how many men love being with a chick with a dick. They try hitting on me as a woman but as soon as they find out I have something between my legs it seems to drive them wild. I’ve had a couple bad experiences, the good experiences far outweigh the bad though.

I have a muscular body and I stand about five foot eight inches, plus with my implants I have some pretty incredible men follow me home. I’ve even had a few ask me to marry them, I’m just not the marrying type.

The best experience I ever had happened at the City Zoo. A couple years ago I decided to go to the zoo, I hadn’t been there in years. It was warm and sunny that day so I sported short shorts and a tight little tank top.

A cute guy first took notice of me by the gorilla cages. Then I caught his eye again by the lions den. His name was Jeremy and he was thin, tall and young, probably about nineteen, he never did tell me his age. He was quite thick though when he got excited. As I walked toward the public bathroom he ran up to me and introduced himself. I smiled while I continued walking toward the restroom. He was still standing there when I walked out. Read the rest of this entry »

Shemale Hooker

What can I say, Im a dirty bitch! I love men and men love me. I have great 36 D tits, a soft rounded ass and a nice piece between my legs for those who want a bit of everything. I guess you could say I get the men who want a gay experience but without having to be with an actual man. After all, Im a woman, just a woman with a dick.My name is Cindy, Im a transsexual escort and I take clients, in my home, on a daily basis. My phone constantly rings off the hook looking for the Transsexual Lover from my ad I run in the paper.

Shemale Tranny Sex StoriesI want to share with you one of the experiences I recently had with a guy who thought he was a manly man. I think he thought he had total control over the situation but I quickly made it perfectly clear who was in control.Ring Ring Ring Hello, I answered in my sexiest voice.
Hi, Im looking for Cindy?, the man asked, quite assured of what he wanted.
This is her, how may I help you today, my tone so soft I was almost whispering.
I was wondering if youd be free around 10pm tonight for say an hour or so? I would really like to hook up with you. His voice was deep and demanding, I liked that. I could almost picture his body in my mind as he spoke to me. He sounded like a big, muscle bound jock looking for a good bitch to control for the night.

Well thered be some control but it wouldnt be this bitch being controlled, he was about to see how Miss Cindy worked.

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Shemale Sex Story

“It figures, on days I have a lot of clients, it’s sunny and when I only have two it rains”, Jim said to himself as he was getting out of his, ‘Plumbers R Us’, Van.
It was a slow day for Jim and it’d probably be a quick one too. One of those days you call up your buddies and head over to the local tavern to have a beer. Things had been rough for Jim these past few months, what with his wife and kids moving out on him. And now not enough work to pay the bills. At least he had work, it was more than he could say for most of his friends. Guess he was lucky in that way.

Shemale Sex Porn Story!

The first job only took Jim about forty minutes. It was just a broken kitchen faucet, nothing to fix. The work order for the next job looked easy too. All he had to do there was replace some dripping pipes under the bathroom sink. Not even a fifteen minute job. Then he’d be off to the bar to waste the rest of this miserable day away.

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Shemale Fetish Story

David stood about six foot five inches. He was a stock broker living right in the heart of Manhattan. Always dressed in the best suits and his hair styled to perfection, even his nails were manicured. David just turned thirty six and was in his prime. He enjoyed the company of women but had a fetish for the more exotic.

Although he was a polished business man on the outside, he was an obscene man when it came to his sexually deviant side. By day David could talk anyone into anything. He was a serious business man, always knowing what he wanted and stopping at nothing to accomplish it.

In his sex life he was the same. When he focused in on a woman, he went for her and always got her. He had a way with making women feel sexy about themselves then turn the tables by using them and doing dirty things to them. He would humiliate them, forcing them to abuse him.

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I became a shemale slut (part 3)

As I sucked, all I wanted was her cum in my mouth. I wanted to feel that warm, hot cum that had filled my pussy. I licked and sucked like my life depended on it. She just lay backwards limp on the counter. I loved everything about her cock and I wanted her to know it. After a few minutes of intense sucking and her talking dirty to me about what a good time we were going to have with each other, she told me she was coming.

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Tranny Hooker

What can I say, I’m a dirty bitch! I love men and men love me. I have great 36 DD tits, a soft rounded ass and a nice piece between my legs for those who want a bit of everything. I guess you could say I get the men who want a gay experience but without having to be with an actual man. After all, I’m a woman, just a woman with a dick.

My name is Cindy, I’m a transsexual escort and I take clients, in my home, on a daily basis. My phone constantly rings off the hook looking for the ‘Tranny Lover’ from my ad I run in the paper. And I want to share with you one of the experiences I recently had with a guy who thought he was a manly man. I think he thought he had total control over the situation but I quickly made it perfectly clear who was in control.Ring Ring Ring “Hello”, I answered in my sexiest voice.

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I became a shemale slut (part 2)

I wonna fuck shemale!

After I had taken off my panty hose, I tried to turn around, but she told me to “stay like you are.” I didn’t put up a fight as she bent me back over and continued to lick my ass like it has never been licked before. With my panty hose off, I was able spread my legs more. She just licked and moaned. She asked me if I liked her tongue. In total bliss I managed to say “yes” that I loved it and wanted more. Her tongue felt wonderful. She told me she was getting me ready for my surprise. I spread my legs a little more. As she was licking, I could feel her moving and noticed her short skirt drop to the floor and noticed those beautiful and long knock out legs of hers. She stood up behind me again and I could feel something long and hard rubbing against my ass. All the while thinking it was a big strap on cock, my pussing quivered with anticipation.

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I became a shemale slut (part 1)

My fantasy is to be fucken by a shemale.

   I have been working at this boutique for about three months. I sometimes work the same shift with this very attractive young lady who is tall with a knock out shape. Her breasts look absolutely luscious as she dresses very provocative at times. I find myself very turned on whenever I am around her.
One evening after the store was closed, I was at the register counting the till and she was supposed to be straightening up the dressing rooms.

Read the rest of this entry »

Shemale Sex Stories

Some update today. I added new category - Shemale Sex Stories - personal for the people who love read about tranny fucking adventures.

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