Shemales Porn Stories
Page 6

T-Girl University

Not my story, author is unknown to me, but sharing it for all to enjoy.

T-Girl University

Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for her from all those west-coast surfer dudes. He hoped she wouldn’t forget him and made a vow to himself to stay faithful no matter what. But there would plenty of temptation for him as well: Jason was goi... Continue»
Posted by eurotarzan 1 month ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2289  |  
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Polly's Skintight House-warming gift

Fucking hell I wanted him my new neighbour, JJ. ! He couldn't get enough of my tight, arse in my skintight blue lycra, stretched tightly across it, giving the dirty fat cunt a shimmery eyeful. We planned this day together knowing his missus was out, knowing that he couldn't wait to shove his fat arse and fat, hard cock into her glossy suntan control top tights for yours truly!

Before I spent the best part of an hour sitting on his nose, as he sniffed through my lycra shorts and tight blue leotard, we'd been having a crafty snog, then I sucked his fat knob, which glistened in the tight glo... Continue»
Posted by leotardlust 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1143  |  
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Babysitters Secret part 2

Synopsis: This is the second installment of my series "The Babysitter's Secret." I wish to extend my sincere gratitude to all those who wrote to me to share how much they enjoyed the story. Any time I can make one of my readers cum, I know I've done my job. In the previous episode, a husband and father of two young c***dren named Peter began an illicit affair with the teenage babysitter named Jenny Rove - a pretty young woman who Peter discovered was actually a transsexual. As our story begins, Peter is divided by his desire for Jenny and his devotion to his wife, Shawna.

***

Two months ... Continue»
Posted by drew1207 1 month ago  |  Categories: Anal, Shemales, Taboo  |  Views: 4960  |  
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Polly and Reno (Lycra fetish)

I met Reno at college. He was an ex-doorman, army sergeant, wrestler and an all round big strapping, sexy fucking hunk with a massive cock!I was out with friends when I was introduced to him. He was a mature student and had seen me before in a dance performance. He joked that it was the first time he'd seen me out without Lycra, as he'd often seen me having a cig outside the studio with the girls and we were always in our skintight lycra unitards! He'd even seen me waiting at the bus stop in my green unitard under a short jacket once when he drove past.
'You could have given me a lift!' I jok... Continue»
Posted by leotardlust 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 598  |  
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Friday the 13th

I had learned, at the tender age of 12, how much I loved sex. My BFF and I, a girl named Ashley, had opened our own babysitting service when we were 14. Only, babysitting wasn't the only service we offered :-)
I had a client that had hired me to perform, in full drag, for a birthday party. We had agreed that I was to perform with 23 men, all married, and that it was to take place on, of all days, Friday the 13th...
Well, the guy that had hired me was celebrating his 50th birthday and had decided that he wanted to film the event. He was a professional videographer and had a business ma... Continue»
Posted by cdsexslut 1 month ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 3714  |  
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Emma and Lucy 1

Emma and Lucy
Friday night fun




Ians Journey home home was much more rapid than normal somehow the excitement of his holiday week ahead had put a little extra zip in his step, so by the time he got home they was no sign of his girlfriend lucy which wasn’t out of the ordinary as she normally got home later than he did most nights.

With the house empty he decided to draw himself a bath not something out of the ordinary in fact is what he did every day but his friday baths were special as it marked the first step of his transformation from dull professional weekly Ian to h... Continue»
Posted by _grex_ 1 month ago  |  Categories: Shemales  |  Views: 2339  |  
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My Girlfriend's Mother Has a Secret

A young man, 18, is caught spying on his girlfriends mother in her bedroom, and is taught a hard lesson.


Characters:
- Tim, 18, Student
- Susan, Tim's Girlfriend
- Julie, 44, Susan's Mother ;-)


Julie sat at her dressing table, preparing for bed; she brushed her long dark, which was one of the pride and joys. Normally, this would help her relax and unwind, but tonight, and on several other nights, she found that remained tense. She couldn't get over the feeling that somebody was watching her, for several days, perhaps a week; when ... Continue»
Posted by Asmarani 1 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 6388  |  
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During the divorce 15 years ago

I am older maybe wiser but still a k** at heart and love to pretend. I get home Saturday around dinner time, after horrible (He’s Cheating, Has other women) things are said by my supposed loving wife of 15 years about how I mentally abuse her or the he doesn’t love me anymore innuendos. A Saturday meeting with attorneys because she cannot meet during the week due her job, this won’t be cheap. The divorce is painfully slow, meetings about this and that are beginning to feel like a hot sweaty day covered in glue rolling through broken glass! I get home and pretend that my c***dren are st... Continue»
Posted by Chartless 1 month ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 4206  |  
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Crossdressers First Time

I was in my mid 40's and divorced and living a great life. I ran my own successful business from home and lived in a large house in its own grounds at least 5 miles from my nearest neighbour.
Whilst I was single I had an active sex life having been lucky enough to know 3 ladies who were unattached and had no need for a long term relationships but were happy to meet up for sex or go away for a break all no strings attached. They all knew of each other and I was aware they saw other men or ladies if they wished.
Debi was 50 a successful lawyer and very dirty. Helen was 60 a retired busin... Continue»
Posted by maninnylons 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 5744  |  
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First big cock.

So I'm deciding to post a story about an experience I had about a year ago. Ill start with a little background about me, I'm a bi crossdresser 22 years old 5'8" 140lbs, newly exploring bottom, very passable crossdresser. And extremely selective.

I tried an online dating site and eventually met a white guy in his 40s well built professional that likes to top. I told him that I was a beginner at being a bottom and that I thought he was really handsome but his cock was just way too big for me to have sex. We became friends and chatted all the time. Until one weekend he got a hotel room and sa... Continue»
Posted by Cutiecdny22 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 6268  |  
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Polly and Guy

I met Guy at work. He was a client of ours and used to come and see me at the office so I could help him find work. He'd come over from France 15 years before and although he was good with English I arranged for him to go on different courses to help him get a new career. Over the weeks as I gave him one to one support in the office we got to know each other well.

We always had a laugh and he used to try and teach me French. He was very handsome and if I'm honest he made me go slightly weak at the knees whenever he came in. I wouldn't have known if he felt the same way at first as my work ... Continue»
Posted by leotardlust 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 2211  |  
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Cindy's makeover

I do not claim to be a grammar expert and as such you will find some grammatical errors in this story. The errors can be the switching of tense, spelling errors, or typos. I ask if you find an error please send me an email so I can correct and make the story enjoyable for others.

WARNING!
This text file contains sexually explicit
material. If you do not wish to read this
type of literature, or you are u******e
Eighteen, PLEASE DELETE THIS FILE NOW!!!!

Cindy's Makeover
CindyUSA
cindyusa58@yahoo.com
I would like to share my latest cross-dressing experience. Like many cro... Continue»
Posted by cindyusa58 1 month ago  |  Categories: First Time, Shemales  |  Views: 2354  |  
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Baby Sitters Secret


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 I knew who I was. I was Peter Fuller -- respected educator, devoted husband, loving father. I had never cheated on my wife, I had never lied to a friend, and I had certainly never slept with a girl that young before. All of that changed within a matter of hours. But you know what? I wouldn't change what happened for the world.

Years ago, I moved to the small town of Emberton, Rhode Island to take a job ... Continue»
Posted by drew1207 1 month ago  |  Categories: Anal, Fetish, Shemales  |  Views: 9613  |  
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My First BBC

It was not long before I told my wife about who I really am, that I was having serious desires to be taken by a real man. I have / had no true preference, but something about getting pounded by a cocky and arrogant black guy really turned me on. But I wasn't looking for some thug or prick to just have me. I wanted a man!!! A black man.....a BBC man!!! One who had a hot bod, aggressive demeanor, and of course a huge cock. So I had my expectations, and I was anxious for this experience.

I had been dressing in full for a while at this point, but my wife wasn't actually aware. Porn was... Continue»
Posted by Ivygurl86 1 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 3335  |  
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Playtime Stories Ch. 8 Caught by the Motel Manage

8.

I love sleazy places. I feel at home and strangely comfortable. The motel I used in my home city was comfortable. I guess it was too comfortable.
One day about two weeks after the Levonne whore-fest I went to the same motel with a wonderful afternoon of phone sex, porn, masturbation, and perhaps random strange cocks planned. There was a possibility that a guy I met in an arcade would stop in and fuck me.
I dressed in my usual- all black slutty clothes, the strappy heels, the thigh-high stockings, the waist cincher with six double-attaching points, my spandex panties, the sa... Continue»
Posted by 6988slutty_rbckyy 1 month ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1108  |  
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Baby's Surprise

Baby's Surprise

After a long hard Stressfull month at work I came home Friday and Lisa was not home and had left a note
(Hey Baby unwind and take a shower I left somethings on the bed for you wink wink, See you in an hour xoxo Lisa)

I sit down turn on the stereo and get loaded, I get up and go to start the shower and take a shower and shave
all over and clean out. Lisa's wink wink is a hint to shave and clean out back there she wants to play.

Back Story 10 years ago Lisa and I ventured into Strapon's and then one night as she was using the Strapon
in Me she said Hey Baby I want yo... Continue»
Posted by Bi_Norfolk_cd 1 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 4169  |  
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HEAVAN PART 4

PART 4 THE PLANTING OF HEAVAN'S SEED

Heavan has her huge tall daughter carry me up to the next floor where there was a special bed constructed with a small pocket that her daughter lay me down into it so my body was sunk down even with the bed ,strapping me in so I could not move or resist what ever Miss Heavan had in store for me , some thing about I being the one for the use ,for what use.
Miss Heavan entered the room and sat next to me on the bed and told me what I had been chosen for <as Miss Heavan spoke off in the other side of the room her tall hulking daughter was undressing and I ... Continue»
Posted by huge_cock_rules 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 968  |  
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How my chastity started

There was this woman where I worked at. She had a thing for retro and would wear business skirts, high heels and actual real stockings every now and then. She had a body to die for and legs that just simply made me melt. When she walked by I would simply melt. Could not explain it this power she had over me, it was more than just sex or lust, it was like the magnetic pull that keeps the Earth in orbit. I started small talk with her and over time we began chatting now and then. I WANTED TO HAVE SEX WITH HER SOOOOO BAD!!! But would not even flirt with her in that direction because I knew from of... Continue»
Posted by debbielynn 1 month ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1547  |  
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My adventure with a shemale

My friend’s son was getting married and he wanted us all to go on his stag do in Amsterdam. Having flown from London we were soon settled in our hotel and the beers kept coming, it didn’t take us long to get steadily pissed. Soon everyone was pissed out of their skulls except myself and were soon falling asl**p, I decided to have a walk around the city.

I went from one bar to the next and when I went in the fifth bar this girl came up to talk to me, she was 21 years old, long black hair, slim and had a lovely pair of tits on her, she said her name was Domeak. As I bought her a drink we sat ... Continue»
Posted by smallcock 1 month ago  |  Categories: Anal, First Time, Shemales  |  Views: 3005  |  
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Foursome, the best way to start.

It started as Tiffany and I. She's a taller than me, we are both very fit, I'm a bit more petite. She and I like pegging, she's very dominate. I had my chastity cage on since early in the morning, it had made me pretty horny so I thought I would play to Tiffany's dom-side and get one of Anna's cheerleading outfits. She and I are about the same size and Tiffany likes a flirty girl type.

Tiffany got her strapon and Anna got curious so she wanted to come watch (watching is not uncommon in our house, you might do it while your texting or something). Tiffany put me on my knees and made me start ... Continue»
Posted by JamieCD90 1 month ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1240  |  
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