Shemales Porn Stories
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his name was jason. he was just a workin class guy, not much in the way of looks, slightly longer hair than normal, somewhat athletic, and gifted with a 11 inch penis and good sized testicles.he would go out after work and survey the bars and theaters, goin to concerts or events and haveing fun. the guy was a social maveric and great with girls. well, he knew how to get girls. he wasnt so good at choosing them.
jason decided to go to the local bar after work one day and found it half deserted. it was around 7:15 on a saturday night. it didnt make since for the place to be mostly empty. th... Continue»
Posted by mj2397 3 years ago  |  Categories: Anal, Shemales  |  Views: 1121  |  
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The Babysitter's Secret

Author's notes: I first published this story on Literotica in April of 2007. It has since been republished on various sites, both with and without my permission. I am the original author of this work and can easily verify this fact if necessary.

This story is a work of pure fiction. All similarities to persons living or dead is purely coincidental.

The Babysitter's Secret: Part 1

The story that I am about to tell you took place on a day that started out
very ordinary, but would end up as the least ordinary day of my life.
Until that particular Winter day, I thought ... Continue»
Posted by Desangel 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 11069  |  
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MY TRIP TO THAILAND...

I met Layla on my holiday in Thailand. She was at my hotel bar. We danced a while at first. We were kissing a lot. She had long dark hair at nice looking boobs. I got her up to my room though later and she obviously had sex on her mind too as she touched my hard on a few times on the way to my room. We got into my room and got drinks and on returning with them she said “let’s get comfortable” and took off her white boob tube type top, releasing her gorgeous boobs. She then proceeded to undo my fly and release my already stiff cock. Layla then teased and sucked my cock beautifully almost to bur... Continue»
Posted by london_lad 3 years ago  |  Categories: Hardcore, Sex Humor, Shemales  |  Views: 1780  |  
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My tranny slave (uk tv ts and cds apply)

My biggest wish is to own a tranny slut a cheap worthless little cumwhore. Is make wear stocking suspenders a short skirt and black lace panties. I would rule her with an iron fist. First I'd make her crawl on all fours like my lil pet I may even keep her on a leash. She would be f***ed to obbey my every order or face punishment. I would want her to feel worthless like a piece of shit on my shoe. I d make her gag on my hard cock just to watchh the look on her face as my cock is rammed deep down her throat. Her tight little dissuade ass would be mine insrryion of objects and fucking her sensles... Continue»
Posted by crbigboy 3 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 678  |  
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The "Ball" Game

Dad and myself had not had any "Barb" time in quite awhile. We never played when mom was around and needed some time together. A "boys" trip to KC would be just what we needed!

Soon as dad got home from work we headed for KC. He had put my stuff in the trunk and when got a ways from home he got it out. I jumped in the back seat to see what he had brought along for me to wear(he always chose my attire for me). Several very pretty dresses and a couple skirts, one was very short, and some blouses. An eight garter waist cincher and the most beautiful FF nylons! Black, coffee, suntan, all with s... Continue»
Posted by Barb51 3 years ago  |  Categories: Anal, Mature, Shemales  |  Views: 1207  |  
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Dirty TS Supprise

True Story I'd been out drinking with a few mates first the pub then we hit the clubs. It was late and I had work then next day so left my mates and went to get a taxi home. walking up the street for a taxi I noticed a woman standing on the corner. The girl was facing away from me but looked hot from behind short skirt, fishnet stockings and high heels looked like a total slut my kinda girl. As I passed by she asked if I had the time of course I stopped and used the oppertunity to chat her up. She was stunning long dark hair brown eyes and tanned skinned after chatting for a few minutes she as... Continue»
Posted by crbigboy 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 3935  |  
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Caught by my wife

I was stuck, I couldn't move, literally in headlights... I dress up okay? you caught me, I guess your the master now... I used to control my wives life and for good reason I pleased her, and she pleased me the best she could... well now that's changed.. she came home from work early last Tuesday and came in the side door of the garage, I use the garage to film my escapades. And all this time I've never been caught, now I'm caught and can not go back... I am passable. I'm always dieting, I work out but I work out to slim and femme myself.. My wife has the most beautiful body ever, and thats why... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 3884  |  
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A Special Girl - Prologue

A Special Girl - Prologue

By Alhana Escher


James was nervous. Alice would be arriving soon and he had a feeling that their relationship could be moving onto the next stage that night. He and Alice had been friends for years, and he had fancied her for most of them. He could still barely believe that they had been seeing each other for the last few months. He could still remember staring at her in school. She looked so sexy in her uniform. That blue pleated knee length skirt, white blouse and blue blazer. The way her socks came to just above her knees, leaving just a littl... Continue»
Posted by AlhanaCD 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1335  |  
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Becoming Amy

Becoming Amy

By [user]Alhana Escher[/user]


I had been dressing up in women’s clothes since I was a k**. Started with my s****r’s clothes, I loved her school uniform. I used to prance around in it when I was lucky enough to have the house to myself, which wasn’t often. I loved pretending I was a school girl, and a rather naughty one at that. I’d pretend I was flirting to a guy, usually an older guy. I’d slip my hand up those pleated skirts and rub myself through her cotton knickers while imagining it was his hand until I was about ready to cum. I’d then dash to the toilet take my... Continue»
Posted by AlhanaCD 3 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 2172  |  
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The Walking Dead II

Day 15
------

Two weeks have passed since my adventure and seems like the punishment did mean something. At least for that two weeks. I wore normal clothes while I did my normal day to day activity of checking out the barricades, stashing food and other necessities, and generally patrolling the mall hoping that none of the zombies got in. I continued on my self-prescribed hormone therapy, though.

I was rummaging through the sex shop one day looking for some fun when I discovered something I never saw before or thought it existed. It was a vinyl fake vagina made for wearing it! And there... Continue»
Posted by harloch 3 years ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 593  |  
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Friends cumNgo

I always stayed on the same block, same broken down corner house, same stay to my self attitude, never needed anyone for anything, except my girlfriend who lived with me... we would argue but at the end of the day she would crawl in bed and cuddle til we fell asl**p together. Yes it was perfect for me. I worked early, she worked late, so she'd get home always around the same time while my days fluttered. Yes I made the big bucks so she didn't work as often, but while she was at work i would get my fun out. I have a fetish for femme boys getting sexified in skirts and heels. I've always been on... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: First Time, Shemales, Voyeur  |  Views: 1051  |  
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one night in the bathroom...

HAPPY HOLIDAYS!
Smy story begins quite differently than most...

I had just recently moved into my own place and was getting warmed up to my palace.. I say palace because I never deserved such a beautiful posh lifestyle.. I'm so proud of my working skills, so I guess I deserved it.. I used my mouth you might say... I began my "job" when I first began frequenting bars, I would go into the men's room and I guess flirt with the fellow patrons... I never thought I was gay the first time I actual did anything was with a studly older man and his younger lady friend... I found out she wasn't as m... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: Shemales  |  Views: 765  |  
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came to play pt.2

I must have dozed off, when I came to I was being felt on by the janitor who I knew well, he seemed to really enjoy what had taken place, infact I dare say he has quite the soft spot for girls like me... Well anyway we chatted to ease the tension from me and we both finally got interested in fun time, he removed his cock which was roughly 4-5 inches and I asked him if I made him cum would he help me get home.. he chuckled and said if you make me cum ill give you a ride home and dinner honey... I slurped him down quickly, but he took forever to cum, I tried everything even as far as putting him... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 654  |  
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came to play

I spent my c***dhood at my grandmas house while I was growing up, there was several k**s in the neighborhood... I basically grew up in the ghetto side of town. I knew more black people than white. I went to a school where there was always atleast a fight a day, so I kept to myself for the most part.. when I was 17 I was asked to stay late after school in hopes to help ms. Joliet my favorite teacher clean her room and set up for the next day, atleast that's what I was told. My final class of the day is gym so I was going to shower before I went to joliet's room, when I stepped out of the showe... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 2921  |  
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When in Athens




When in Athens

I received an envelope addressed to me through the hotel
in Athens I was staying at, I opened it and withdrew an
embossed card, inviting me to a club that I had never
heard of before, after much deliberation I decided to
try it. I alighted from the taxi at the main entrance
about 10 pm the following night.

It became very obvious that it was more than the usual
club. It was round with small side alcoves lit with
small spot lights or in some cases with large church
candles, the alcoves were situated under columned arches
that really reminded one of a ... Continue»
Posted by lindaforyou 3 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 808  |  
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State Park Night Life ...

I was honey as all get out and showed up at the State Park in Quincy Ma, ready for some man on man action. All cumers were welcome. No rules on age, color, or size. I wanted dick. Stiff hard dick. And yes a creamy facial was on my list. The sun was just going down, and some old guy drove by my car and gave me the look. I didn't think anything of it at the time. So I got out of my car and walked out into the park. Almost dark now. Sat down on a bench and waited to see what would walk by. Maybe a talk stud or a young guy. Then I saw him coming from a distance. I could see him having problems wit... Continue»
Posted by brianswallow 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 637  |  
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The clerk needed a ride

It was a Friday night, and was out with some friends heading to the bars when we stopped at a convenience store for some snacks, and condoms etc. This was my second year of college and these guys had turned into friends that I hung out with almost every weekend. This night I noticed this stunning clerk at the store, red hair, over 6ft tall..curvy, and sexy..I could also tell she was a transsexual, but I didn't care, I put my items down and said hello..."hi Sweety" she said in a soft feminine voice..I was so turned on, and then my meat head friends started joking about her calling me sweety a... Continue»
Posted by smonkeys32 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 2055  |  
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The never that you never know

My story began when I use to promote adult entertainers. It was no surpise to me that alot of them was gay ( that didn't bother me my s****r-inlaw is a Tgirl). Anyway I began going to the after parties, while attending the different parties I met Mya she was so beautiful. We hit it off and became best friends. We did everything together, one night we was at a club where we had to much to drink. So we head back to my house, we get there I say " make yourself comfortable while I take a shower. Five minutes into the shower Mya walks in wearing just her bra and panties. She began washing my back ... Continue»
Posted by anancy725 3 years ago  |  Categories: First Time, Shemales  |  Views: 2068  |  
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The trannt from work

I've always had a thing about trannies. Just something. Never sure what or why. I loved looking at them. Seeing their huge tits. Their nice asses. Then seeing a dick between their legs. Now I'm not gay but, was always interseted. I would look up e****ts here in town just to see how far I would go. Finally one day, I got the nerve to do it.

Her name was Angelina. She was about 5'4". Say 125 with some hugh tits. Say 38 D or so. I had seen her where I worked. Would of never thought she was a tranny. Just always saw this hot chick with a huge rack & a hot ass. Everytime she came in the store, p... Continue»
Posted by radec_24 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2658  |  
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Jesse's Dream Job

Jesse sat nervously in the waiting room of the opulent office. He was there for a job interview as a personal assistant. Now at six foot tall with 220 lbs of football hardened muscle he did not fit the description of a personal assistant, but the advertisement on line had been pretty specific about the qualifications for the position and they were looking for a guy with his build. It was even listed first in the qualifications and typing was considered a ‘bonus’ ability. Go figure.

When he had arrived the receptionist called his potential employer on the phone and told him that Ms. Angel w... Continue»
Posted by SCARFACE12 3 years ago  |  Categories: Shemales  |  Views: 1439  |  
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