Free Stories

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Andy In Pantyhose
He had the house to himself for a few hours. Andy slid his older sister Kelly's taupe nylon pantyhose slowly up his nice, smooth legs, wriggled them up around his narrow boyish waist the band snapping in place. His penis was so stiff against the wispy fabric! He sighed happily. Sitting down on ... 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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Tortured by the T-Girl Tutor
Duncan didn't quite know how to handle it. He'd planned on a quiet Winter Break. Sleeping til noon, watching too much television and eating tons of junk food. That kind of stuff. He had a whole two weeks off from community college. At school, he was an outcast. They say life gets better after hi... Read full Story
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A Little Girl Forever
Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... Read full Story
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Buffy the Shemale Vampire Slayer Part 1
Waking to sunlight streaming through her bedroom window, between the parted curtains, Buffy Summers frowned, blinking. She'd had some strange dreams, including a few that had been prophetic, but nothing like the bizarre nightmare she'd awakened from just now. Last night, she'd fought a Feral Demon a... Read full Story
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New Girl in Town
Margo sat next to me in the coffee shop late that Saturday afternoon. His real name was Mark, but he was one of the loveliest Drag Queens in New York City. I had been dressing secretly at home in my mother’s and sister’s clothes for just over three years, but at 18 years old, I had never... Read full Story
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ACROSS THE STREET AND TWO DOORS DOWN by Spanky de Bautumn
Jamie knew he was different. He didn’t fit in with the other boys, but he didn’t feel like he fit in with the girls either, he just knew he was different. He wasn’t into dolls or balls. He was the smallest boy in his class and more than half the girls outweighed him. But the one thing he had going f... 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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Hard Decisions by Elaine © 2020
Hard Decisions by Elaine © 2020 No one in this story is based on anyone alive or dead. It is a work of fiction and should not be read by minors. I appreciate the kind efforts of many of my friends who cast a welcoming glance over the initial writings. I owe you all a big debt of thanks. Prolog... 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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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 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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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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TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
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TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... 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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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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A TV in the Shoe Store
I work at a ladies shoe store at a large metropolitan mall. My name is Jillian, though my friends all call me Jilly. Those same friends also say that I am blessed with a beautiful face, and an athletic body! Pretty heady for a 30 year old woman whose ideas of athletics never got beyond sports i... 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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Highway in Heels
Highway in Heels By Sabrina G. Langton *Stories from the real world 1 This story is autobiographical. When I was 20 years old I used to drive a van for my parents from Brooklyn to Tarrytown New York once a week to drop off merchandise for retail shops in the area. I always had a full van on ... 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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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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Caught and Used
I am a secret, heterosexual panty boy, that loves to dress up in my wife's lingerie when she is not around. My wife and I have two mutual friends named Mike and Mandy. Mike and Mandy had things stored in our garage while they moved. Well my wife had to go away for a day seminar for her company, and ... Read full Story
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I Give Up
The following story is the first of four parts of a tale that explores the theme of transformation. It is thematically similar others that I have submitted but has a larger narrative arc. I hope you enjoy reading the first portion, Act One & Two. I continue to work on better editing and someone h... Read full Story
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Artificial Women
You paint your head, Your mind is dead; You don't even know What I just said-- That's you, American womanhood! -- The Mothers of Invention Bearded ladies. Female bodybuilders. Flat-chested women. Celebrities without makeup. Butch lesbians. Female-to-male transsexuals. Effeminate males. Me... Read full Story
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TO BE OR NOT TO BE – PART 3
TO BE OR NOT TO BE – PART 3 by Spanky de Bautumn Part 2. At the hotel in New York City, Sunny meets the bellhop, Antonio, and they go out for a drink when he gets off of work. The call came at exactly seven. I had woke up about five minutes before and was watching Antonio sleep. All of the oth... Read full Story
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Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
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Lady In The House Ch. 09
A story by MicheleNylons ( Continued adventures of a cross-dressed prison prostitute. ) I lay there stunned, how had I miscalculated my effect on the Warden? The one man who could guarantee a transfer from this shit-hole; fuck!!!! The cravings of male sexual hunger within the confines of the ... Read full Story
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Cincinnati Apocalypse Part 4
The problem with Americans-one of the many, anyway-Giles thought, was that they had too much of everything, including too much money and too much time on their hands. What else could explain the vulgar extravagance of a place like Disneyland? The staff at the entrance turnstiles-guards, really, t... Read full Story
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The Chronicles of Drodge Mallea
Drodge awoke feeling fuzzy headed and stiff. Actually, "awoke" wasn't quite right -- "came to was more like it. She sat up in the lavishly furnished boudoir, stretching her athletic 6-foot frame as she did. Running a hand though her short, thick copper locks, she slipped out of the... Read full Story
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Boy Meets Girl
"What's her sister look like?" Dave Newell asked his brother. "You've seen Steph. They're sisters." Stephanie Johnson was a hottie, no doubt about that, Dave thought. Still, that didn't necessarily mean that her sister would be a looker. If Stephanie were from Venus, her si... Read full Story
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Amy's Surprise 2: Enter Karissa
What did you think? Amy asked. Well, let's see, I started to answer, You gave me the best blowjob I've ever gotten, sucking your dick was about the best thing ever, and sharing your cum with you was incredible.all in all, I'd say it went well. Amy smiled and walked over to sit with me on the couc... Read full Story
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Office Casual
"Good morning Ms. Anderson," Karen said as her boss walked past her desk station and into her office. "Good morning Karen," Ms. Anderson said, not even stopping to make eye contact, "I'm going to be very busy today, so I'll need you to let me know if you get any mail fo... Read full Story
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Miss Bernie
My name is Bernice McDonald and I am the very happy owner/ operator of a couple of children's day-care centers. I love my life and I love this work. I love children and since I have one of my own this helps satisfy my need to nurture. I have not always felt or recognized this need. I was born in... Read full Story
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My Dream pt 3
Our first invitation arrived at the end of September. Sydney spotted it first and tossed it into the trash with out looking at it. She didn't tell me what it was and I didn't bother asking. The next invitation arrived two weeks later. This one Sydney opened and after reading it she passed ... 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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SUMMER VACATION by Spanky de Bautumn
In our house, it was a well-known secret that my mother kept her change in the top drawer of her dresser. The same drawer she kept her slips, chemises, panties, and all other satin, nylon, or lacy ladies undergarments. During the summer, my brother and I would run to that wondrous drawer when... Read full Story
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Gay friend of my brothers
As I mentioned in previous stories, my brothers met Adrian at university, he was studying nursing, he was in the same year as my brother and they were studying one or another subject together, Adrian has brown skin, green eyes, his short Chinese hair He has a slim body, he was 1.69 tall, his nose is... Read full Story
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Sisters' Secret
I want to get one thing out of the way before I start my story: I'm not gay. It's not a denial thing, though. I mean, if I were gay, I wouldn't try to lie to myself and pretend to be something different. It's simply the truth of who I am. I love women, romantically and sexually. I've never felt any ... Read full Story
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Sexretary
Sam Nichols had a comfortable, reasonably well paid job in a computing firm called Stewart Computing. He was twenty two and had recently graduated college and had been lucky to find such a good job in the firm on the edge of San Diego, just a couple of hours drive away from where his parents still l... Read full Story
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Seven Lessons Part 1
Bryan was king of the road warriors. Speeding around the country in his sleek, powerful Mercedes selling whatever his latest job demanded. He was damn good at it too, always raked in huge amounts of commission until some faggotty client bitched about a one-sided deal he had put together and then it ... Read full Story
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A Maid Family Part 2
Sitting up with a start I felt the cold wet cloth that someone had put onto my brow fall into my lap, and then shortly after that I felt it slide in between my crotch and then onto the seat of the leather sofa where as luck would have it the damn thing then wedged up against me, and after a few ... Read full Story
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Mai
When I was twelve I met a new classmate named Dave, he and I became great friends hanging out, joining clubs and what ever else high school kids do. His family was from the Phillipines and he and his sister were the first generation born in this country. His sister Mai is the focus of this story. ... Read full Story
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Alessia and the Twins
Alessia and the Twins When the politician David Smallwood awoke that morning his thoughts immediately turned to Alessia, and he started to daydream about her, as he was wont to do now. He had several meetings scheduled for that day, including a rally promoting restrictions on gay and trans-gender... Read full Story
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Most stunning woman
My first experience with a shemale came about after a gay guy I knew introduced me to a friend of his who was this gorgeous creature. She had long black hair, perfect breasts a great ass and legs to die for. The fact she was wearing a figure hugging black dress and black pantyhose just got me as hor... Read full Story
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Britney Story
Yeah, for those of you that have already read it, this is just my "Oops, I Did It With Britney" story that has previously appeared in four separate parts in the "celebrities" section, but I've put it on here for a couple of reasons. For one thing, I've noticed that the stories in... Read full Story
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From a 50's virgin to a Mature good for all
***Prologue - Confessions: Every day since I offered my virginity, I put myself in the shoes of a woman. The little town where I live forbids me to show myself socially. However I made myself an accomplice, my epilator who receives me after closing. Since my new beginning, male masturbations are not... Read full Story
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A Grand Awakening
By the time I completed my military service and returned home for civilian life, most of my friends from high school had completed university degrees and had relocated to other cities for lucrative career opportunities. I was absolutely delighted when I went to a popular disco club and found one of ... Read full Story
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Beaches
A couple of things you should know about me: I'm not gay; I've always had this thing for dark-skinned women. I graduated from the army at age 21 and headed home to the Bronx. Me and a buddy of mine started up a livery car service. We started with four cars. 15 years later, we had 100 cars and alm... Read full Story
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Brewing Up A Storm
This short story is based on the two characters that were in my first story Elaine and Me. Some years have elapsed and they are still in love. I think that this story might illustrate the prejudice experienced by TS women everywhere. If anyone has any comments then please let me know. "Darli... Read full Story
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Hi, My Name Is Hollie Chapter 2
Hi, everybody! It's me again. Hollie. You remember, the 19-year-old herm-girl with a buxom older sister? It's been a while since I last wrote, but wow. Things are moving right along. And in some fun, unexpected directions! Emillie and I have been spending more quality time together, playing around a... Read full Story
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Lady In The House Ch. 07
A story by MicheleNylons (Carmel and Charlotte want theirs.) From Part VI "You look gorgeous Michele," Carmel whispers through the bars. I wondered if she had read my mind when I was standing in front of the mirror admiring myself. "Well, I have to say you girls are looking something spe... Read full Story
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Foot fetish with a twist
I immigrated to the Green Bay area after I graduated College with a BA in Finance. A discipline that keeps you to yourself and you spend your day crunching numbers and write reports. I’m a very feminine woman, I love wearing lingerie and nylons, any type of nylons (pantyhose, thigh high, etc.) Aft... Read full Story
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the park
I was having lots of fun at the park like always dressed like a sissy and taking cocks deep in my ass and mouth like always. It was late and I was getting ready to head home when I saw something walking towards me. I could not make it out at first but finally saw a very pretty girl about 25 with lon... Read full Story
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Aunt trip
In 2013, after almost three years of service in Afghanistan, George Madsen, a gay Royal Navy communications petty officer, retired. His experience in the distant deserts had left an indelible mark, the memories of friends lost and challenges faced still burned vividly in his mind. Coming home was n... Read full Story
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My surprise
I have always been straight. I have a wife and kids and me and my wife have always told each other our secrets but there is one that she doesn’t know about. I was in my 4th year in high school and I liked this girl. She was a very pretty looking girl but she never seemed to have a boyfriend... Read full Story