Free Stories

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Headmistress' Favorite Sport
When Susanna lost her second job only two days after losing her first; she had no choice but to accept her sister's kind invitation. Susanna had been loath to do so because of two things. Firstly there was pride. Although she had accepted Rachel's offer of help with paying for the children's school,... Read full Story
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Headmistress' Favorite Sport Part 8
For Denise her life as a fully trained slave began with a stay at Mistress Rachel's house before joining the twins' household. Since it was their idea to turn her into the sissy she now was, it was agreed that she would be their slave. But as the twins were moving out of Mistress Rachel's house and ... Read full Story
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Headmistress' Favorite Sport Part 12
At the academy little had changed. As Denise was being led through the hallways, bound and gagged with a leash attached to her chastity device, she saw new sissies in training hurrying to class, eager to please the mistresses and to avoid punishment. The new sissies tried not to stare at Denise, but... Read full Story
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I am Baaack! Part 2
Louise Edwards, behind her Art Deco desk in her office at Transformation Systems, leaned back in her designer chair, set down her cup of coffee - black, regular, thank you - and looked with satisfaction through her open door at her secretary seated at his desk in the outer lobby. Not "his"... Read full Story
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I am Baaack! Part 9
Rose stood before Joan's office door at 1:59pm. She was dressed in the same black leather outfit she had worn the night before, and she was also wearing the same "Don't fuck with me!" attitude. She had pulled herself together in the limo, assuming that Joan would have security cameras focu... Read full Story
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Glory Hole Girlfriend
My boyfriend likes to take me to the local adult bookstore, into the back where the video arcade is. There's always a lot of men there, strangers that we don't know, and I feel funny when they look at me. They wonder why a pretty young woman would be back there. It smells too. A rich sweaty sc... Read full Story
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How I Learned To Love Drag Part 7
The first two shows seemed to be unqualified successes. We had many solid skits that I thought were hilarious. But an Attack of the Clones parody had been scrapped. It would take a lot of work to either find a suitable location or to create a futuristic set. And the costuming costs might put a st... Read full Story
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How I Learned To Love Drag Part 8
When we stopped shooting to break for lunch, I hurried off to visit the men's room. Or rather, the washroom in my dressing room. Walking into the spacious dressing room area, I could see that Daniel and Sean were still hard at work. Daniel, with brush in hand, was styling an auburn wig. It was lo... Read full Story
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How I Learned To Love Drag Part 11
At the bull session to begin the week, we kicked around a lot of different skit ideas. Dave brought up the topic of gay marriages. We ran with that concept for awhile. Then we took a stab at the film Spiderman. The possibilities were enormous, though potentially expensive. I suggested we do... Read full Story
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Going Up Part 2
Charlie's cock was as perfect as if it had been sculpted by a consummate artist. The rigid column of flesh rose from the dense thicket of his pubic hair and, lined with blue veins and topped by a once-pink gumdrop-glans that had ripened to a deep purple, looked as inviting as an exotic fruit. The eg... Read full Story
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Christmas time
This Christmas I spent time with my Black master. We decided it would be fun to crash at his pad and have some fun together. Yes, we had sex again but I found even more kinky then before. When we met up we greeted like typical guy friends. Walked in and talked like always. Soon sex came up and I pro... Read full Story
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And Life Goes On
I am sitting in the living room waiting for my date to show up. A date arranged by my wife Gwen. I am dressed in a slinky red dress, underneath my torso is encased in a white corset which reduces my waist to a mere 25 inches. On my legs are a pair of black nylons attached to the straps hanging down ... Read full Story
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Shemale Fashions
Natasha woke up to an interesting dream. She hardly,like many of us, ever remembers her dreams. This one stood out. She was caught in British customs with over $10,000 dollars in travelers checks!. So i woke up, remembering the dream. Yawning fiercely i lazily thought about what i might do tod... Read full Story
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Peepshow Pimps
I like to go to adult bookstores. No matter how many times a guy has sex and regardless of how many partners he has, he can't possibly compete with the men in the magazines, on the videotapes, and in the old filmstrips. These tan gods, with their deep chests, broad shoulders, and rippling muscles, f... Read full Story
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The Greatest Lie Part 3
My weekend escapade with my first real lover, Jake, convinced me that I was destined to live as a girl, despite having been born a boy. Unfortunately, it was my male persona to whom the University of Minnesota had extended admission and a scholarship, and I wasn’t quite sure how they would rea... Read full Story
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The Greatest Lie Part 17
They say that life is about making choices. But we humans don't get to choose the two most important factors in our lives. We don't get to choose our genes, so I got stuck with XY chromosomes. And we don't get to choose our natal families, so I got stuck with my mother and father. My father, Edua... Read full Story
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She dresses him like a slut
My cock was as hard as it could get when Jaime came in the room. I could feel the moist pre cum rub on my thigh. Carol had made Jaime up to look like a total slut. Jaime had dark brown shoulder length hair, thick shades of blue that ran from the drawn on black eyebrows to her to long black eyelashes... Read full Story
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Silk Scarf
Michael sat at the table playing with his drink. He’d gotten his first real paycheck today and decided he deserved a dinner in the best restaurant he could afford. Of course which what they were paying entry level trainees at Donaldson & Rhobes, his choices quickly narrowed to a few. So he... Read full Story
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Baby Face Jack's Biggest Fight
The referee held his gloved hand high in the air. The crowd was hushed as the ring announcer spoke, "Ladies and Gentlemen, the winner of this World Featherweight Championship Boxing Match to unify the title, by technical knockout, and still undefeated; Baby-face Jack Mc Coy." The crowd scr... Read full Story
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Being a shemale's toy can be fun
Joliet called and asked if I would be interested in having some fun...I thought about the last time and how pissed off she got. I hesitated long enough for Joliet to whimper in the phone 'I promise to make up for my last theatrics, no bondage and I will reward you very handsomely if you attend to my... Read full Story
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A surprise for John
It was a busy day at work when I got a text message from John asking what I was doing that night. I replied that I had no plans. He told me he was leaving work early, if I wanted to stop by for a lil bit I was more than welcome. I told him I would. I did want to talk to him about a small trip I was ... Read full Story
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A Certain Perception
Kyra was not the girl of my dreams. I never DARED dream a woman that good would just walk into my life. She was smart, sassy, vivacious, intuitive, resourceful, and a real 'people person'. We met in an Internet chat room called "Working Girls". We're not talking about the kind you find in ... Read full Story
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Can I Be This Lucky?
I had just broken up with my wife of 4 years. So I was definitely not feeling good about myself. My time in the Navy was just about up, & not a second too soon. Now that I was done with my wife, I had no reason to stick around here anyway. I decided to go check out a movie to get my mind off thi... Read full Story
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A Game within a Game Part 4
Dr. Catherine. The next morning when Rob wake-up, Helena sat beside him on a chair, looking anxious. "Good morning, sleepy head. I hope that you slept well. The pills Kim gave you, surely helped." Rob got out of bed, but lucky for him, Helena grabbed him, otherwise he would have f... Read full Story
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Becoming a Woman
It was about six in the evening. An hour had passed since I came home from Walmart where I had been working for the past four years. The eight hour shift at cashier passed quickly. A large number of buyers came bye my register. My shower had been adjusted to the lukewarm temperature that I like a... Read full Story
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Carly is My Xmas Surprise
I’d been living in my building for a couple of years now. I was one of the few who owned an apartment there, so there were plenty of people renting who came and went. Mostly the building was filled with couples. I was enjoying the single life still. Let me tell you a little about me before we ... Read full Story
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Case of the Jealous Transsexual Chapter 1
I met her on a free amateur’s web site. I have to admit that I was not particularly looking for a transsexual at the time. I had posted some naked pictures of myself on the site and had been going through the tons of emails that I had gotten in response when I ran across Dee as she called hers... Read full Story
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Brenda & Bry
I like to write stories that involve kids having sex. And one of my favorite subjects is kids having incestuous sex. One story, about a brother and sister, attracted the attention of a 15-year-old boy when I uploaded it to the adult BBS that I regularly called in Reston. It seems that one of the ... Read full Story
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Cassandra Chapter 1
Cassandra is a tease, a flirt, a slut, a girl who lives very much for the moment. Unconcerned with propriety or fashion trends, she dresses in clothes that go right for the jugular of a fetishist's libido. Spandex, leather, latex, spike heels, corsets, overdone hair, make-up and fingernails - these ... Read full Story
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Catching Up
It was with mixed emotions that I listened to the message on my voice mail. It was the familiar sound of Mark, a long time friend whose call I had missed earlier that afternoon. Now as I heard it, for the third time, I felt my stomach slowly relax from the uneasy twist that had taken hold the minute... Read full Story
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A New Dawn Chapter 2
Tom and Dawn had fallen asleep together on Dawns large bed after her fantastic display of oral skill. Both had drunk rather a lot, and the comfort of snuggling up together had eased them both into blissful sleep. Tom was the first to wake, and with a horrible thought. Had it all been a dream? An ... Read full Story
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Elizabeth: Beginnings of a Sissy
I had a pretty good system going. My 18 year old sister would stay up to watch Sex And The City reruns with me (well she watched, and I smoked weed), and during the first ad breaks, would run downstairs and get changed for bed. During the next ads, I would go to the bathroom, and on my way, raid her... Read full Story
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A Very Happy Holiday To Me
I don't know if it was a dream or just something that happened but it was Christmas and I felt sore and achy all over but with a wonderful feeling none the less. I am a crossdresser who is trying now to discover and explore his female personality and can now happily tell of who I was in the past,... Read full Story
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True love
Megan Filts aka “stilts” (so named for her incredible long legs) was the hottest woman I had ever known. Her tall slender body, Her jet black hair, witch she always wore down, was as soft as silk, Her skin pale, her lips full. Her eyes really stood out light blue the blue of the ocean. S... Read full Story
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Becoming Paula
I work in an office with 15 coworkers about 11 of them are women. I get along well with my coworkers and go out of my way to be helpful. I find it is more fun to work with friends than to work with strangers. My name is Paul and I work in an insurance claims office processing claims and making recom... Read full Story
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More of my Sweet
I was really becoming attached to this person. From the waist up a she, from the waist down completely a man. In the past, I had given thought to the attraction I often felt toward men, but I would never have taken it any further than the dark corners of the peep shows. I would never have openly dat... Read full Story
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Louise Crossdresser
As things were going on about my living as louise the wife came home with jim and said they were getting me an apartment for my self. I looked at them and said just for me and they replied yes that they were going to live together from now on and did not want me in the way. Besides she says that ... Read full Story
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Been Caught Cheating
My story begins about a year ago. I had just moved in with my girl friend and we were completely in love. I was 22 and she was 23. Her name is Angela. She is 5'7'', 120 pounds, hour glass figure, C size breast, ghetto booty, light skin, long dark hair and green eyes that pierce your soul. She is and... Read full Story
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The best of two Worlds
I just can’t help myself. The heat of Australian summer and the exposed bodies around me drive me crazy. It’s the hot wind playing with women’s skirts exposing their thighs and buttocks that make me loose my mind. I keep on looking down their blouses and up their skirts at every op... Read full Story
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Transvestite, female style
Jojo Baker sat at her dressing table and using a dark eyebrow pencil, carefully outlined a mustache and goatee over her lip and on her chin!!! When she was satisfied with the result, she sprinkled a generous dab of hair creme into her hand, worked it into her scalp, and then combed her short hair in... 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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My shemale cou
A cousin of mine came back from Hungary, I haven't seen her since I was a kid, 15 years ago, she wanted to stay only for couple of months, so she asked us if she could stay at our home, and we said ok. I noticed that she has changed a lot, cause in the past she was very and less than normal but n... Read full Story
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A Perfect Life
The reasons I am not writing this myself. I have finally convinced someone to do it for me. She promised to post it on the Internet, but only as fiction. I suppose it is a bit unbelievable. It all started with the best of intentions. I had married my love while we were still in college. She... Read full Story
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Cheri
He got all whispery and pointed down to his crotch. I almost giggled.Then he goes "Is it true you have a dick?" I looked directly at him and told him he should put his hands downmy pants and find out. I don't know whatcame over me. I had seen the same nurse looking at me ever sincei sta... Read full Story
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Tgirl Shemale porn cinema slut
As you know I'm very much a normal living sort of TGirl, cooking, shopping, cleaning, just day to day stuff like everyone else...I haven't started baking cakes for the local Women's Institute or joined a knitting circle yet, but I'm sure you get the general idea!! Sometimes, however, I get the ur... Read full Story
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A Dream Come True
I am a straight guy that has a fantasy about being fucked by a shemale, but unfortunately in the place that I live in no one can find one . but one day while I was at the latin dance class a new girl arrived she seemed very nice but real tough, she was about 165 cm. , slim and a very beautiful face ... Read full Story
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Diamond
She was a vision from behind. Her long curly hair fell down her back in golden-brown and raven ringlets to brush the tops of her black leather chaps. Her bottom was bare, thrust out of the tight leather leggings, round and full and firm. The bare skin was a deep, latte brown. High-heeled platform bo... Read full Story
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Shemale Slut Part 2
Since our first encounter Leslie (that is her name) and Ihave spent a lot of time together. Mostly in the Boutique before opening and after closing. I can't seem to get enough of that beautiful cock and she knows it. She has even cometo the Boutique on her off days and called me into the dressing ro... Read full Story
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My life as a girl
He stood up and unbuckled his pants and let them drop to the ground. Pushing me down to my knees in front of him, his cock hitting me in the face. God it was at least eight or nine inches and his balls hung heavily down. There you go you little tease. He jokingly said. Its all yours to enjoy my b... Read full Story
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Sex Crazed
Jessica Torinowas a very beautiful, Wealthy,and successful woman.she hadburgundy red hair and a stunning body. She had a great job, Great Family, and a great sex life. She was 5'6, 34 double d, and awaist measuring 34 inches. her boyfriends'namechristian. hewas a tall, tan, and handsome bisexual mod... Read full Story
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My first experience
I had been dressing for a while but kept it very secret. I am a 5’11, 175 lb gurl who feels very sexy when I was dressed up. When I was alone in my dorm room I would put on sexy little outfits, make-up, and a wig and play with dildos that I had hidden in my dresser. No one in the dorm knew tha... Read full Story
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Crossdressing House whore fuck toy
I love to dress-up and pretend i'm a girl and fuck myself in the ass with a huge dildo. Sometimes, i wish i could get fucked by a huge black cock. The bigger the better but i would like a cock around 12" long and 2" wide. I can put on make-up and a sexy wig, with a skimpy mini skirt and ga... Read full Story
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Daddy always wanted a little girl
I SAW my daddy and his friends fucking a tranny one night and the next night he had a poker party. SO I got some of the sexy clothes he had. MINI skirt black lacy crotchless bodySUIT heels, wig makeup, EVEN IN my wheelchair, I LOOK LIKE LIKE a whore. Toward the end of the night I rolled out to drive... Read full Story
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Falling For My Roommate Chapter 2
Naturally, the thing I dreaded the most was the end of the semester, when the two of us would eventually go home and not see each other for a solid month. Thanksgiving break wouldn't be so bad, since that's only a week, but nonetheless it weighed on my mind as the weeks went by. About a week before ... Read full Story
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Relic fort
So i pull up it is raining and i had packed my nice latex skirt and top so i decided to check things out. out of the car i go heading to the woods which i was told i would find the over grown play fort. sure enough there it was, i hiked around for a few minutes all the while noticing more and more g... Read full Story
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A Real Fantasy
It was a boring Wednesday evening. I was away from home on business. With nobody to talk to and nothing good on the TV I decided to go for a walk. I walked for a few blocks and noticed the neighborhood was changing from hotels and bars to strip clubs and adult bookstores. I had never been to a strip... Read full Story