Free Stories

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Southern Hospitality Ch. 04
XtinaSmith2017 Ash awoke feeling cold, he pursed his lips a little and shivered, curling up a little tighter, nude as he was, the action brought little relief from the cool air. He let out a soft murr of discomfort as his mind shook off the cobwebs of lingering dreams, he could see light throug... Read full Story
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They Were Right
They were my friends, but I'd had sex with both of them. Not at the same time, but I had dated the one for a month and just started dating the other. So, although the thought had never crossed my mind before, I found myself dressed up as a girl for Halloween. After we had partied at a few clubs and ... Read full Story
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Marilyn's Family Reunion
The warm humid September air blew through the windows of the speeding silver Nissan Pathfinder as it cruised along the Belt Parkway. With the Marshall Mathers LP blaring out the stereo, Sharilynn whipped her SUV along as the wind whipped her ponytail and her plain white t-shirt. As little Mai lay sl... Read full Story
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Birthyday Party Chapter 2
It was now about 11 pm and Sue and I have been at it for the past 3 hours. Sue had me get up and go into the bathroom. As I stood in the shower I thought of what we did. Sue knew how to pull the right strings on me or in me. And she knew what pleased me. I washed all over. I had no idea of what was ... 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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Happy Birthday Baby
It was early in the evening and the cloud were darkening the sky as a storm was beginning to make its way in. as I pulled into the driveway of my home the wind was blowing the leaves around violently. As I got the groceries out of the car and hurried up the front steps it was very difficult to keep ... 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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The trip
I was at work and they decided that some of us had to go to Florida to work on some problems so I was picked. I went home and packed and made sure to pack some of my sissy outfits also because I would be in a hotel for 7 days and have the room to myself it was perfect. The next morning me and the ot... Read full Story
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2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
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Angel's Interludes Part 2
Here are more of Angel's hot little interludes. Just unencumbered hot sex for your cold lonely nights. A Restaurant Interlude Angel and Bobby were sitting in a rather dark corner booth of a quiet little Italian restaurant. This was their second date and so far Angel liked him. He seemed willin... Read full Story
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Jesse's Dream Job - The First Day
Jesse didn't want to be late on his first day so he got to the office about 20 minutes early. He was looking sharp in a black suit pinstriped in light blue. The shirt matched the pinstripes and the tie was made up of reds, purples and a little of the light blue to bring it all together. Jesse had ne... Read full Story
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Kimberly Wilder: An Assessment
Pull up a chair. Oh. That's right. If you're reading this article, you're most likely at your computer monitor, which means that you've already pulled up a chair. Okay, good. In this article, I'm going to review the splendid art of a magnificent (and very beautiful, too, by the way) transgende... Read full Story
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A Murder Misstery Finis
For those who came in late, Matt McCoy -- now Madeline Moreau -- is on the run for a crime he did not commit, and a murder which she did....as the saga concludes, Maddy vows to end her life on the lam. "Jacques, when I saw Dr. Villiers, the name I gave him was Madison Monroe. Do you think w... Read full Story
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Mistress Continues my Tgirl Cum Slut Training
Mistress texted me to come over to her place so I drove over. Underneath my long trench coat I was wearing a pink bra, pink panties, suspenders and black sheer stockings. Driving was a little difficult with heels and being filled by a butt plug but very stimulating. I parked outside, it was still da... Read full Story
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Moon Probed at Hen Party Part 1
Honestly I had no idea all these things were going to happen to me. Perhaps I was just innocent but maybe when you read on you will be forming your own opinion about that. I guess it was something I couldn't talk about at school, it's just that I get aroused by my own body. I was kind of aware th... Read full Story
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Bookstore Bound
My Master, ever the gentleman, held the car door open for me. I smiled at him as I turned to get out of the car. I made sure to spread my legs in a very unladylike manner, giving him a good peek up my short dress. He simply shook his head and took my arm. We made our way over to the entrance to the ... 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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TV television
My girlfriend Gloria and I had just moved into an apartment together, having gone out for six months or so, before making the committment. We moved in furniture from each of our apartments, after deciding what would go best in the new place. With the exception of a television, we really had everythi... Read full Story
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TV-TV
My girlfriend Gloria and I had just moved into an apartment together, having gone out for six months or so, before making the committment. We moved in furniture from each of our apartments, after deciding what would go best in the new place. With the exception of a television, we really had eve... Read full Story
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Headmistress' Favorite Sport Part 7
At the academy Denise and the others immediately resumed their old routines. The training for the second year slaves had started a few weeks before the new batch of sissies arrived at the academy. Not many new elements were introduced in the training as the second year was mostly about perfecting th... Read full Story
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My real story
I couldn't believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him. It had all started two weeks earlier when I had posted an ad on Craigslist. Up until this particular posting I had always been pretty bland..."Willi... Read full Story
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Filthy Little Beast
I had very few memories of my early childhood. The ones I did have were anything but pleasant. I did remember my mother and her blind hatred of my father and myself. She was very tall blonde woman with cold blue eyes named Monica. My mother always dressed in the most expensive leathers and satins in... Read full Story
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Bend That Gender
Shannon's Shocking Discovery Shannon leaned against Marilyn. She was definitely light-headed from her last drink. Marilyn's hand resting on her left hip pulled her closer, a move at once comforting and unsettling. She slid her arm around her new friend's waist, resting her head on the silk covere... Read full Story
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A Ski Bunny is Born Chapter 3
Kim and I are thrilled that so many people are enjoying reading about our adventures. We have received so many really nice e-mails from lots of lovely people, its good to know you girls and guys out there are enjoying them! We had promised each other a trip to Europe but hadn't really made any fi... Read full Story
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A Strange Romance
Although I was over qualified after I graduated and accepted a one as an Internet operations officer for one of the high street retailers. I was offered better jobs but I took the one with the retailers because it paid reasonably well and more importantly meant that I would have to relocate down to ... Read full Story
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Admissions
I closed my eyes. I knew what I wanted to say, but was unsure I could get the words out. The silence on the other end of the phone began to become chilling. Finally, incredibly patronizing, "You wanted to make another tape of me dominating the hell out of you, didn't you Steven!" "... Read full Story
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Debbie Part 9
It soon turned out that Debbie wasn't destined to spend the rest of her life as a whore. As she returned to the apartment one night one of Mistress' men was waiting for her. She had only just opened the door, when without a word he cuffed her hands behind her back, gagged her and put a collar and le... Read full Story
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1st Transsexual Affair
Paul's cock was hard as a rock and with a penchant for sleeping in the nude, its fat length pressed against luxurious satin sheets. The dream of searching for a urinal or bathroom now became reality. He stretched, groaned and yawned his way off the comfortable bed and padded across the room. The mar... 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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Escapism
‘Fuck yes! Yes Daddy! Fuck me like a little bitch!’ I scream into the pillow. My arched back allowing my partner full access to my greedy asshole. He slams harder in response. One leg bent, pointing a pink glossy stiletto heel towards the ceiling, bouncing against my stocking clad legs. Straig... Read full Story
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The Greatest Lie Part 4
Don’t get me wrong, I don’t hate being around people. Actually, I hate being alone: it brings out the weird self-critic inside me. But god, do I hate crowds. Fall registration brought mobs to the campus. The half-empty dormitory that I had shared with a few Asian engineering students was... Read full Story
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Transvestite father异装癖的父亲和儿子被农民工虐待
'migrant worker S, good at foul language and humiliation, SP, heavy hands, is it acceptable?' On the SM dating software, a message popped up. Migrant worker S. What the hell? I casually click on his information, 39Get 186 and 76, dynamic is full of handsome muscles, muddy shoes, a glimpse of gar... Read full Story
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A Game within a Game Part 1
Epilogue Rob came home from work. His wife Jenny was waiting for him. In her hands she held a letter. Jenny said: "We received this letter today. It is sad news from Marion S. We have met her and her husband John a few times - do you remember? John has had a car accident while driving fas... Read full Story
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Vengeance is sweet
What a warm day. Really hot, perhaps even the camels fainted in the zoo because of the heat. The thermometer reached 35°C that day. At these temperatures people usually aren’t up to do anything. So did I, because I sat together with Claude in his front yard. We were both sitting on our bea... Read full Story
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Unique Misadventure
I always felt I was one to walk in a path of two worlds. both parallel and at at times, they cross and go there seperate ways within me. it can be stronger then others, but in all cases.... I always felt feminine by nature, lacking a dominate soul I suppose. it felt more natural, and in luck or fate... Read full Story
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Fifi's Long Wait
Around about 3 weeks ago, Sid had managed to acquire his very own maid; however, 'she' was not your normal run of the mill domestic worker. Oh no, Fifi liked to dress as a maid to fulfill her submissive cravings and the most notable difference was the fact that she had a penis. When working as a mai... Read full Story
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How I Became a Tranny Whore
When I was 30 with children at home I would get dressed in the bedroom. When it was time to leave the wife would take the children off for ice cream and as soon as they were out of the drive way I would head for my car. Of course when I returned home the children would be a sleep. The plan worked fo... Read full Story
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Dirty TS Supprise
True Story I'd been out drinking with a few mates first the pub then we hit the clubs. It was late and I had work then next day so left my mates and went to get a taxi home. walking up the street for a taxi I noticed a woman standing on the corner. The girl was facing away from me but looked hot fro... Read full Story
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Debbie Part 2
There were no clocks and no windows in the dungeon, so Debbie (as she thought of herself after a long night of pain, lust and confused thoughts) couldn't really tell that it was morning. But she assumed it was morning when Mistress came back. Debbie's walk was still perfect even after walking around... Read full Story
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The Conference
It had been a long day at the conference. During my evening meal in the hotel restaurant with some colleagues I noticed a stunning looking woman across the room. We met eyes on several occasions and acknowledged each other with a warm smile. She stood up to leave the restaurant and I was able ... Read full Story
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Whatever dreams may cum
I just have to share with you an experience that I hope someday becomes real. It was cool Saturday night in August and I was out at the club with some friends. I was wearing a black and blue stripped dressed that went down to my thighs. It wasn't quite a mini, but you could see my sexy black thong u... Read full Story
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Bikini Boy
I was the boy my father had hoped for after 3 daughters before me. Life in our suburban middle class two-story house was as normal as anyone else's. My dad was a loving father bringing me up and doing the things a father likes to do with his son – baseball, fishing, camping, working the garage... Read full Story
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Alex Two: The Next Time
Part Two of ??? (there is another series I'll start too, Hopefully its not too repetitive and my fetishes aren't showing too strongly. heh. That is sort of a prequel to this, I guess. I had forgotten about it till just now when I found it in a misnamed folder.) Alex Two: The Next Time.... Read full Story
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Sabbatical or Continuous Gang Bang?
My twin sister Laura had already left to go back to college this fall season, but I had decided to take off a semester as I was totally burnt out on school and needed a break. We were twins but not identical though we did look a lot alike and roughly the same size me being a few inches taller. My... Read full Story
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First Time With My Best Friend
My friend John is really sexy. He is tall and blond with a lean strong body. I have often imagined what it would be like to have his sweet cock between my lips, or between my virgin buns. He’s too good a friend though, and I’ve never had him give me any hint that he might like to be with... Read full Story
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Sex with Shonda
I'm a workaholic by nature. I love my job but that's not why I work so much. I work long hours simply because when I get home I don't quite have anything productive to do. I just sit down in front of the television or I chat over the internet. Life at home is dull so the best solution seems to be en... Read full Story
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Becoming Amy
I had been dressing up in women’s clothes since I was a kid. Started with my sister’s clothes, I loved her school uniform. I used to prance around in it when I was lucky enough to have the house to myself, which wasn’t often. I loved pretending I was a school girl, and a rather nau... Read full Story
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Judi's Fantasy
When I got home I could hardly stop thinking about the wild night with Judi. I didn't even care if my wallet was empty. I was going to work plenty of overtime that next month to make up for it. Judi gave me specific orders not to call her but she would call me whenever she was not busy. About two da... Read full Story
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Crossdresser At XXX Movie
It was hot and the sun felt like it was going to melt me. I was walking home from work. I never drive that much and I just got off the bus for a fast beer. I walked past this XXX Movie house and thought what the fuck, it has air and it is so hot. So in I go. I should say that I'm somewhat Bi. Tha... Read full Story
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Crossdressed and 2 salesmen come by
Imagine your expecting a salesman to drop by at noon to show you some samples of wallpaper-You start your shower at 8 AM-you finsh up by shaving your legs real smooth-you go and put on a pair of full cut thin strechy full cut skimp skamp white panties-next you pick out a lovely open girdle and pull ... Read full Story
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Caught Cheating Chapter 2
By this time, Hailey had taken the bus home and was punching in the code to her apartment building when her phone rang. Removing it from her purse, she answered it. Her friend Samantha was asking if she could go to the mall tomorrow. Hailey said sure but told her that she had to be back before 6 o'c... Read full Story
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Kelly's first cock
I've been dressing on an off for as far as i can remember, starting when i was at school, coming home early and putting on my mum's lingerie and heels and wanking myself off looking at my reflection in the mirror. However, it wasn't until i went to uni that i started to get into tranny porn, where i... Read full Story
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Downsizing Chapter 3
Work was going quite well. The company started to grow again, and some new personnel had been hired. Even unknown to me, there had been a couple of males hired in the last few months. Ms. Stanton had informed them when she got to the dress code that the makeup was a requirement, and that the one mal... Read full Story
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Angel Chapter 6
This is an entry in the Literotica Winter Holiday Contest, and is part of an ongoing series on the life of Angel Jones, a beautiful young T-girl in London. For more detailed information on her and on the other characters who appear in this story, please see previous episodes. Angel Jones was uns... Read full Story
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Abi's Virginity taken by Intruders
Abi got very little time to be herself, A closet TV, sharing a small two bedroom flat with a male friend, it was only once every few months or so she got the flat to herself and could dress up sexy and be her proper girly self, and tonight was one of those nights! Although she had no plans to mee... Read full Story
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Plant Food
Written by: Slayzer Rewritten by: Hobgoblin ~~~ “Where the hell are you, Terry!?” Rebecca snarled, tirelessly searching for her little brother. Rebecca, a pretty sweet sixteen dressed in casual in khakis and a pink T-shirt, was pissed off. It was Saturday night and she’... Read full Story