Free Stories

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His teacher, The transsexual
Greg was late for class. He ran through the hallways. They were very particular about being punctual here. His health teacher especially. She was very focused on such things. Greg had been late twice this week. He couldn't help that his car kept breaking down. Ms. Sin was a real hardass and didn't a... Read full Story
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A New Experience
I had been sat in the hotel lobby for a couple of hours, bored, just watching people come and go. I hated these business trips. There I was in a strange city, knowing nobody, hanging around waiting for business meetings. Out of all the people I had seen there were such a variety of people. Pensioner... Read full Story
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Caught by my Sister Chapter 4
I woke up late on Sunday with the distinct taste of cum still in my mouth from the night before. For the life of me I couldn't even remember how many cocks I sucked at the party. I slowly got myself out of bed and took a long hot shower. It took me a long time to scrub all of the dried cum from m... Read full Story
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American Futa
For those who don't know what a futa is, it is usually depicted as a hermaphrodite but for the sake of this story it'll simply be transsexual. The other distinguishing factor is futa's are usually nothing more than mindless sex toys to their masters. Some would say its a step down from being a slave... Read full Story
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Anklets
This is my story. I'm a genetic woman in my .. *late* 40's . I was introduced to the TG world when I was a teenager... back then I was, and in some ways still am, a "tomboy trapped in a woman's body". I thought *girl clothes* were so ridiculous for ME to wear, that I put them on boys just ... Read full Story
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A Lady Indeed (Part 2)
As I came around the corner, I didn't see her having coffee outside the tat shop so I stopped and backed the bike into a parking space across the street. I lit a butt and while letting out a stream of smoke, got off and headed over to see how she was doing. I saw her as soon as I walked in, still st... Read full Story
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Gym time surprise
Another day, another gym session. Kelly was not looking forward to her gym session, she was bored of doing the same old routine and just going through the motions. She knew she was hot, she knew she didn't need to work at it. She wanted to go home and chill and play with herself as she'd seen that h... Read full Story
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Out of Town Meeting
Dinner was seamless, the food, the music, the wine, the company. Tony’s out of town business meetings were usually painful, in that he hated living out of a suitcase and eating alone in overpriced restaurants. This trip, he was enjoying every second of it. He’d met up with Chantal, a wom... Read full Story
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Innocence
I had just gotten off the train from my work, and now I was standing outside of the station, waiting for my bus in the freezing cold. I wasn't overreacting; it was really cold. I was wearing a thick winter coat and gloves, but I wished I would have remembered to bring a scarf or something, because I... Read full Story
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Bethany's Secret Part 1
-1- By the time my senior year of high school rolled around, I was 18 years old and I’d never had a girlfriend. This fact always bugged me because I knew I was good-looking, funny, and popular, but I still couldn’t get girls. The reason was simple shyness. I was terrible at talking to... Read full Story
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My step mom turned me into a sissy slut for dad
When I was in High school I would spend the summers with my dad and step mom. She was so hot and always dressed sexy, They were always very playful about sex, not like my mom and step dad. I loved the atmosphere. During the week they would work all day and I would have the place to myself. I would ... Read full Story
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How I became a Transexual
I was driving a different way home after work and noticed a kind of sleazy looking sex shop. Not really wanting to go home yet, I decided to stop, it had been awhile since I'd had sex and was horny. I went in and was browsing around the movies section when I noticed there were doors in the back. I w... Read full Story
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A Turkish Delight Part 3
The vice regal party continued and I was now trapped at continued well into the night as the guests continued to consume more free alcohol. I don't know which disturbed me the most as I walked from room to room. Was it the glares of the women or perhaps the glances and touches of the men? The women ... Read full Story
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First Time Being a Woman
My heels clicked on the concrete path as I made my way toward the secluded toilet block in the southern parklands. Tonight would be my first experience being with a man whilst I would be dressed as a woman. I had been dressing now for some time and had fantasised about what it would be like. I didn'... Read full Story
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Alleys
My mother told me never to take a girl into an alley at night. She went on about how dangerous they were, with strangers lurking in dark doorways waiting to do horrible things to the people who wander in alleys. Alleys can be dark, imposing and dirty especially in the city. I spent my youth avoiding... Read full Story
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The Room Mate
My wife and I have been happily married for about nine years now. We had never slept with anyone else during our relationship. I have greatly enjoyed my time with her. However a few weeks ago a coworker of my wife’s moved in with us. Her name was Denise and she had just lost her job, car, and ... Read full Story
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Cindy She Thong
Dialogue from Cindy’s point of View: Her name is Cindy and she is a shemale. Cindy is a beautiful woman is every way except one. She does not like the term tranny and prefers being referred to as a shemale. She is truly happy living as a woman. She began taking light doses of hormones at 19 she had... Read full Story
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How Kevin Became Finesse
Monica went out with JJ! He was a black buff guy who taught karate where she took the kids. He drove a yellow corvette and liked to wear shirts with the sleeves cut off - to show off his big tattooed arms! All the young blonde girls were on his jock, but he had the eyes for Monica. She kept protesti... Read full Story
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FAGGOT COMES OUT TO HIS WIFE!
I was married for 3 years before I finally got caught. It happened when my Filipina wife went through my notebooks and found all the gay fantasies I had been writing about. The story she found was one I had just written. It was about a young guy who applies for a modeling job at a gay magazine calle... Read full Story
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Cindy and Juanita Kinky Shemales
Her name was Cindy and she had been born a male. Cindy was a beautiful woman is every way except one. She didn't like the term tranny and preferred being referred to as a shemale. She was truly happy living as a woman. She began taking light doses of hormones at 19 she had stopped hormones beca... Read full Story
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Giving my first blowjob
I was recalling the first time that I ever gave a blow job while I was jerking off last night. I thought I would tell you the story and share what my experience was like when I finally took the plunge and made my first attempts at having sex with a man. At the time, it was a little awkward, but the ... Read full Story
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The waterfall chapter 1
The car cruised smoothly along the winding countryside road through the spectacular North Yorkshire countryside. The green hills rolled either side of the road, seemingly endlessly, interrupted only by forests and the occasional farm. “you've picked a lovely part of the world Kelly I will give you t... Read full Story
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I got anal creampied at the beach!
As soon as we got onto shore, I knew it was the perfect place. The hot sun was beating down on us and my body was tense with anticipation. Finally, we were going to be alone out in the wilderness with nobody around and could enjoy each other thoroughly. My hunky date and his monster cock were going ... Read full Story
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Strip Gaming gets with Kelly
After taking an extremely boring Christian ethics class (required by my college, not by choice) on a late Friday afternoon, I checked my cell to see I had a few messages. It was Kelly and she was celebrating a well deserved A on an Calculus test. The first message read: "Got an A in Calc. Vo... Read full Story
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I finally take the plunge
I'd been crossdressing for a few months at this point but I'd never gone outside while dressed in women's clothing. I'd been to the shops once, wearing one of my outfits under my normal male clothes; that's the closest I've ever been but even that gave me an intense thrill. Even under a fairly loose... Read full Story
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Pay the Genie
Scott trudged along the beach while waving his metal detector from side to side. His afternoon walks had yielded little in treasures over the past months, but helped to center him when he felt lost or depressed. His fiance', Denise, had left him for his boss at the firm when Scott had been passed ov... Read full Story
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Old Man’s Folly Part 2
I had been with Lizabeth several times over the last months I had known her. She was really a TV but I considered her and called her a beautiful woman that just happened to have a cock. I am in my 70’s, widowed but still very much interested in satisfying my sexual appetite. My times with Liza... Read full Story
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Headmistress' Favorite Sport Part 2
Over the next week the twins trained him further. He was taught how to apply make-up and how to behave in a properly feminine and submissive manner and they trained his movements to be properly feminine. So as not to wear the skin of his ass, the twins introduced a new punishment tool for these trai... Read full Story
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Story for adults Part 4
Alice's place in the household proven to be quite complicated and very demanding. First and foremost she was Mistress Angela's slave and her needs came first. Pleasing and servicing Mistress Angela and Mistress Janice both sexually and otherwise took up a great deal of her time. Her life acquired a ... Read full Story
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Theatre Part 1
After cruising the city for a bit we stumbled upon an adult theatre and went inside to beat the heat and have some fun. The theatre wasn't too full as we took seats in the center of a row. While watching the screen Maria and I started to play with each other. As the action on screen got hotter Maria... Read full Story
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Tranny Night Out
Tranny Night Out and One Kinky Session Guess I should start by explaining myself, as a young guy I always knew I was not the same as a lot of my friends and enemies for that matter, girls had no interest in me at all apart from ones who were long term friends. I knew something was wrong but neve... Read full Story
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Fucked by indonesian ladyboys
this is a true story of what actually happened to me in bali When i was 17 i was on holiday in bali, indonesia. i'd only had sex once prior, with a genetic girl, and i barely managed to get hard and wasn't able to cum so i knew pussy wasn't for me. i had been clubbing several tim... Read full Story
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A Shemale and Her Unexpected Friend and Me
There I was on the boardwalk waiting for texts back from trannies from craigslist. As I sat staring at the ocean, I yearned for some sexy shemales to get back to me. I started walking around the boardwalk more, anxiously, desperately. All the sudden, a beautiful older woman was walking by with her d... Read full Story
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My First Time
This is my first ever story written about my first ever sexual encounter with a transgender woman. I really hope you enjoy and want to leave me some feedback… I have slept with many women in my life. I have been married, had more girlfriends than I can remember, several fuck buddies and far too m... Read full Story
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Shemale Ride Along Part 1
I'm going go ahead and get this out of the way. During my freshman year of college, I was confused about my sexuality. It sounds strange saying this right after calling myself confused, but I loved girls. I really did. I loved all of their shapes and curves. I loved tits, pussy and ass. Now... Read full Story
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Virginia’s Luxurious Evening
West Palm Beach didn’t have many cold snaps, but when one did rake the city the weather seemed twice as frigid as it actually was. Virginia Stanton sat alone in her office on the third floor of Prism Design’s building overlooking the Intra-coastal Waterway. She had been chilly all day, m... Read full Story
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Lust and Love with Leona
This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not s... Read full Story
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Alpha Gamma's Secret
Molly woke up to the sound of her alarm clock beeping. She opened her eyes slowly and looked at the time. It was 7:00 AM. She groggily reached over to shut it off, pulled away her blankets, and stepped out of bed. She walked from the bed room which she shared with her sorority sister Gina to the ... Read full Story
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A Revenge Fuck Part 3
Chase gripped my ass-cheeks and plied them apart, shoving his cock up, balls deep into me. My legs, stuck up into the air and folded back, my knees bouncing there even with my head as he fucked me there in his car. We faced each other, panting and kissing, hot breath and saliva mixing. His ruddy coc... Read full Story