Free Stories

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A Transvestite Love
"Are you sure you want to go inside?" Heather asked. "Of course. I mean, we've come so far, haven't we?" I said. "But you know what I am." Her eyes seemed sad – her tone emotionless. Just moments earlier we were having dinner and those eyes were bright and t... Read full Story
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A Fantasy in Pantyhose
I always go out to the same bar on thursdays. The women are hot and long legged and they always wear pantyhose. Like usual, I dress in jeans, collared shirt and a jacket, deck shoes or dress shoes. Underneath, pantyhose. Always sheer to waist, no underwear and always nude. My jeans are long enough t... Read full Story
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Bi Pantyhose Passion
I've had a Pantyhose Fetish for over 30 years now, and love wearing them on a daily basis. But back in the summer of 1995, I suffered a heat stroke, and almost died, when I recovered, I vowed I would stop fantasizing, and live out these dreams and fantasies. I had been masturbating while dress... Read full Story
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Forced Entry
Danny sat at the bar of the Holiday Inn nursing his fourth double scotch, espousing to the man beside him the reasons why his company was the best designer and distributor of accounting software in the world. Danny was a large man in his forties and was running to fat. He was dressed in a travel-... Read full Story
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Michele And The Predator
The predator peered through the bedroom window and smiled; he couldn't believe his luck. This woman was just to his taste; he felt himself begin to stiffen as his eyes devoured her; he couldn't wait until he had his hands on her. In his mind he played out the scenario that he envisaged would soon ta... Read full Story
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Desiree and Big John
It had been only a week since I'd introduced "Desiree, the Hot to Trot Transvestite" to my girlfriend Suzie, leaving me not a bit surprised that she chose not to spend the very next weekend at my place. While she hadn't freaked out, she was concerned I was gay since I was so convincing but... Read full Story
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On the Run
“Your first mistake was stealing hundreds of thousands of dollars from me. Your second mistake was thinking you could get away with it.” As I stood trembling before his desk, Mr. Atwater regarded me as if I were a bug on the windshield of his Lexus. “Do you have anything to say for... Read full Story
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Eve Quest Part 2
Chapter 6 I tossed and turned all night sleeping for short periods, but afraid I would oversleep or that the clock wouldn’t go off. About 4:30 I got up. I reasoned I’d need some extra time anyway so I got started. I sat on the toilet thinking about my douche. Somehow a douche seemed s... Read full Story
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Whores and Pimps - Part I
Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm h... Read full Story
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Whores And Pimps Part 2
Michele sat silently in the car as she watched the tail lights of the police car disappear in the distance; the bitter aftertaste of the policeman's sperm still in her mouth. She was confused; the fat cop with his stubby fat cock had forced her to fellate him; but she had become sexually aroused and... Read full Story
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I Missed Myself
As soon as Dr. Griffin returned to the examination room, I knew that the news wasn’t good. I could tell by the way he avoided my eyes as he studied his clipboard and fidgeted with his pen that something was wrong, terribly wrong with me. The ache in my groin that I had been ignori... Read full Story
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Eve Quest Part 4
Chapter 16 Monday morning I was told to wear my red panties, bra and ribbon; my white collar, bracelets and heels and a red sleeveless dress. Sheila and Jenny ate breakfast, got dressed and loaded me in the car. They dropped me off in front of the beauty parlor and Jenny said. "If Hilda f... Read full Story
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Delicious Delicates
It is my nineteenth birthday, and I am all dressed up waiting for my date to arrive. Since I have some time, I thought I'd scribble down some notes about how I got to this night. It all started less than a year ago when I arrived back at my parents home after College got out for the summer break.... Read full Story
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A Woman's Wager
A man who lost a bet must dress as a woman and discovers he likes it. "Pardon me, Madam," said Ed trying to hustle his shopping cart down the aisle by a very large woman. With her carriage blocking one side of the aisle, she was hunched over a shelf with her big ass blocking the other s... Read full Story
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Dressed for Disaster
After a last look at himself in the full-length mirror on the closet door, Pat put his magnetic key in his purse and left his hotel room. He had done this enough times to be almost calm as he waited for the elevator. When the door opened, he was relieved to be greeted by an empty lift. It always ... Read full Story
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Lady In The House Chapter. 01
A story by MicheleNylons ( Man in jail is transformed to prison slut.) How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild... Read full Story
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transvestite mistress gina
i went to visit tv mistress gina one day. as i walked in she ordered me to strip naked and lick her shoes, i did this for a while then she led me to her room. she placed me in a dentists chair spread my legs wide open strapped them down and did the same with my hands. my cock ass and balls were tota... Read full Story
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Karen, My School Teacher Part 2
Just Staying a bit By FoxyHosed “Don't mention it. Now let me start on the pasta with meatballs!” She stood up from her chair “And besides, it will be nice to have someone to eat with, for a change!” She went to the kitchen to start dinner. “Make yourself feel at home!” I watched some TV ... Read full Story
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Karen, My School Teacher Part 4
Meeting my other teacher By FoxyHosed Next morning as I woke up, I jumped in my clothes and got myself a coffee, and went to school. I got in 15 minutes early because I didn't want to run into Karen. As I entered the door to the school, I saw some of my classmates. I thought the coast was clea... Read full Story
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Karen, My School Teacher Part 3
Regret... Hmm Maybe Not. By FoxyHosed My excuse for a cock got hard again. My horniness got the better off me. I went to lock the front door. I took my shoes, pants and sweater off. I stood in the hallway only in pantyhose and t-shirt. ‘Don't do this. Walk away from this now. But you go to boa... Read full Story
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Karen, My School Teacher Part 5
The Bus Station By FoxyHosed I looked around, but no one was there. It was dark and pretty cold night outside. I felt the air blowing around and up my pantyhose encased legs and ass. Mmmm nice. I started walking to the bus stop a few blocks further down from the school. I felt very attractive g... Read full Story
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A Downtown Moment
I had reason to head downtown for a meeting with some industry colleagues and after my meeting I dropped in to see a friend of mine who I used to work with. Loretta and I worked together for about a year on similar project as contract workers, I moved on to other things and she stayed with the compa... Read full Story
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Alex One: House Sitting for a Friend
Sorry, this is a little rough. I've tried expanding the original version but ... i dunno. Anyways this should be a continuing series of some sort. Alex One: House Sitting for a Friend. By Alex Shouse. My friend Karen had worked her way through a somewhat bitter separati... Read full Story
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Karen, My School Teacher Part 1
The Meet By FoxyHosed It all started when we got a new class teacher. Her name was Karen. She was a mature lady and had dark red hair to her shoulders. That first day she wore some short dark blue jeans and a brown blouse. My other classmates started whispering about her. “He-he! Have you seen t... Read full Story
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The Slippery Slope (Cont. from Beginnings)
As this is a continuation of the story from my last post, i will very quickly just mention the time and event that triggered this downward spiral into my sissyhood. It was in the middle of college, totally moved on from my previous escapades that i brushed off at the time as "experimentation&... Read full Story
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Becoming Carla's Girlfriend
Carla and I were watching Netflix at home just relaxing after a long day of work. I remember laying down next to her and looking at the pink toenail polish on her feet. I taunted her as said "I could do a much better job painting your toes than you could." Carla smirked and said, "It's much ha... Read full Story
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Planet Of Men
At 1600 Eastern Standard Time (EST) on September 27 in the year 2020 AD the UN announced that General Atomics Corporation (GAC) had saved the world. After years of panic in every country that the world was doomed due to the effects of global warming, GAC announced that, with funding provided by the ... Read full Story
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Reaching Paradise on Game Night
Reaching Paradise on Game Night by Sabrina G. Langton * Author's note: Here is one of my most popular stories. I get so many messages and emails about it and it makes me thrilled. I am so glad it has taken on a life of it's own. 'A wife learns a little too much about her crossdressing hus... Read full Story
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A Religious Experience
A Religious Experience by Sabrina G. Langton *Stories from the real world 2 This story is kinda autobiographical. I was twenty-two in 1987. You couldn't just order anything you wanted on the computer, with no social interaction, and get whatever you wanted. You had to go out in the real w... Read full Story
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Fellatio in pantyhose fantasy fulfilled
As those of you who have read my stories know, I love pantyhose. I'm also quite heterosexual in that I'm extremely turned on by femininity; thus the pantyhose fetish. I have no desire to "be" a female as I love my big penis and I love the way it feels in pantyhose. I also love shooting spe... Read full Story
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A Crossdresser Gets Fitted
Not long ago I was out shopping and stopped at one of the clothing outlet stores that I frequent when looking for sexy clothes and shoes to wear when I go out clubbing or to wear in my adult videos. I was looking through the display rack of my favorite brand of pantyhose, trying to find the colors I... Read full Story
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Eve Quest
Chapter 1 My name is, or maybe we better make that was, Andy Moore. Until recently my personal identification was in the name of Jamie Jo Moore and everyone I knew called me Sissy. My parents died in an automobile accident when I was twenty-four years old leaving me an estate of around $3,000,... Read full Story
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My aunt made me a transvestite
My aunt and uncle lived two doors down from me when I was growing up. They had a son one year younger than me. We played together all the time and I was at his house or him at mine all during the summer months. My aunt was a big woman, she was 6ft. tall and weighed around 165. She was even taller in... Read full Story
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Hose and Heels in the Bedroom
Liza giggled as she sat back down on the sofa, a mischeivous smile on her face. "Whats so funny I asked?" wondering what had tickled her fancy. After all the only thing that had happened was that she'd just been to the toilet to relieve the pressure that the 3 or 4 glasses of wine tha... Read full Story
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Tea-Girl's Repeat Performance
It was the last night before my girlfriend was due back from the Hen Night she was on, and I had already washed her clothes from my previous day's fun with the electricity meter reader, during which I made a mess of her satin thongs, pantyhose and white body-tight top. I wanted to relax, with a bott... Read full Story
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Discovered
3:00pm... The workday was done. I'd been eagerly waiting for this time. On lunch I pulled our 'toy' chest (actually a footlocker) out of the closet for easy access that evening. Months before, I told my wife, Kaitlyn, that sometime she's going to come home and find Nicole bound to the bed just wa... Read full Story
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Me and a transvestite man
This isn't a 'story' at all, in the sense that it really happened. I just thought I'd share my experience with you; perhaps you'd care to comment if you enjoyed it, found it sexy, or want to know more. There isn't a 'transvestite' niche on xHamster, so this is filed rather awkwardly under 'Shemal... Read full Story
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Transgender Storylines
Stories about transsexuals and transvestites typically involve one or more standard themes concerned with such characters' treatment of themselves, their treatment by others, their treatment toward others, the events and circumstances of their transitional period, their outing themselves or being ou... Read full Story
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Transgender Art
Artists whose work includes transgender, transvestite, or transsexual themes are rare. In other articles, discuss the work of Christopher Leach ("Christopher Leach") and Kimberly Wilder ("Kimberly Wilder: An Assessment"), whose respective styles, if not subject matter, are vastly... Read full Story
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Taken and in Public Part 2
As I stood on the corner of the street I was woozy. The heat from the day and how I just got fucked in public was running thru my mind. I tried to walk home quickly; my ass was a bit sore but it was not hurting. I could feel something dripping down my leg. I told myself it was sweat but I knew i... Read full Story
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First time out Part 2
After having experienced being out in public dressed up for the first time it was obvious I would want more of it. After leaving the adult theater I decided to take it to the next level. I Stopped off at a local all night store and went in to make a purchase. I picked up the things that I needed and... Read full Story
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Adventures In Hose
I gently rolled the pantyhose on my legs, marveling at the exhilarating feeling that they gave me. My imagination soared as I contemplated the humiliation of being caught wearing them in public and I felt my cock begin to stir in its nylon prison. My face slowly flushing in absolute pleasure, nothin... Read full Story
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Michael's Prom Night
Kelly and I are home for a few days and were staying at Kellys' mom’s house as usual. All week long all her brother Michael can ramble on and on about is the senior prom coming up this Friday night. He and Two of his buddies decided to pool their money and talked Kelly into renting them a Ca... Read full Story
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Modified Covers
As a hobby, some artists enjoy modifying vintage magazine covers so that their original topics are transformed into transgender themes and shemale models replace the female faces and figures that originally graced the periodicals' covers. In the process, the titles of the magazines are sometimes cha... Read full Story
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Shemale Fantasy - Suck Fest
This story is completely fictional - in fact it is a fantasy of mine that I will describe in great detail, contact details are at the bottom if you want to make this a reality! I arrive at your house on the evening. You let me in and show me to the spare bedroom. I walk in and close the door behi... Read full Story
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Secrets
Jon had invited me to spend another weekend at his place with another of his friends. I always find his friends to be interesting so I accepted. Jon had given me a garage door opener and a key to his home after my first visit. He met me as I parked my car in the garage. He was wearing his usual skim... Read full Story
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First time
I once met a sexy tranny when i was out walking and she enticed me along a forest path and into some bushes where she began to slowly undress me. I was wearing very soft satin and lacey lingerie underneath my normal clothes, she knelt down in front of me and slowly took my soft satin cock into her m... Read full Story
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Surprise Ending
I am 38 years old, married (for 13 years), and my job in sales takes me on a monthly business trip to various cities in the eastern US. I can’t say I have never been tempted on these trips away, but until last month just some friendly flirting at a bar was probably my biggest offense. That ch... Read full Story
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Nylon and lace
Well, I know it will be difficult to take this story seriously or as true happenings, it will seem far fetched and made up. I know, I know. It is however the story of my sexual awakening. The story of how I grew up to be what I am. I do not pretend to find psychological explanations or even less bio... Read full Story
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Sally's First
My heart was racing a mile a minute as my hand reached for the door knob to open a whole new world to me. Although I had been dressing for about 15 years, at 23 I still hadn't been outside or let anyone in on my secret. The last 3 years had been hell for me as I had started to play with dildo's a... Read full Story
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On Strike!
I got the idea while listening to the news on the radio, during another grinding commute home from the big city. It seemed a couple in Florida had gotten so sick and tired of their spoiled, neglectful children that they were camping outside their house in beach chairs, refusing to go back to being p... Read full Story
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Two CD's the first time we meet.....
We are meeting for the first time since talking online. I want to dress for you gurl, I want to feel as you do, I want to be your slut, your slave of desire. My panties are a sheer white, my hard cock can be seen ever so pressing against them, I rub myself for you as you watch, drooling now. Hand... Read full Story
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In Need of Some Sex
In Need of Some Sex By Sabrina G. Langton *** Author's Note: Hi... Just a teensy tiny story. I'm sure you know what I, um, well we like. Just a little sex in the night to make the heart grow fonder. Just two people meeting for the first time, definitely not the last. A nice intro to a new rel... Read full Story
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Mall She-Curiousity
I was ushered into the security office where I was greeted by a tall, dark-haired woman. She was dressed in a violet silk blouse with the top two buttons undone. I could see the tops of what looked like very nice breasts. She also had on a short, black skirt with a slit on the side, dark pantyhose, ... Read full Story
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First time with a cute ladyboy
It had been a long week at work. So I decided to go to the Sound Factory for a drink and maybe get lucky with the ladies. As soon as I got to the bar, I spotted a beautiful asian lady wearing leggings with pantyhose and a sexy little top. She offered to buy me a drink, who am I to refuse. So we had... Read full Story
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My Story...
Hy my name is Noemi and this is my story... I was nearly five years, my parents sleep and my sister stayed overnight at a girlfriend. I allways looked at her tights, skirts, dresses and shoes admiring (she is six years older)and i was jealous that she could wear such beautiful clothes. I liked to ... Read full Story