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Sissy marathon session
I had a message come through on my Fabguys account from a Dom guy who was looking for a sissy Crossdresser to attend a private address for a group session he was trying to arrange. I eagerly responded and within a short period of time the date, time, and place was arranged. So last Friday the 25t... Read full Story
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Carol
What can I say about Carol? She's a wonderful woman full of all the quirks that any woman would have, but there was something different about her. From the very start, I was in love with Carol and I eventually became obsessed with her. This is a story about a man and a woman who were on a fast freig... Read full Story
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Becoming the Neighbor's Wife
I like my neighbors and I am grateful for the way we look out for each other. Take Tony, the 60 year old, barrel-chested guy who lives alone in the house next to me. My garage faces Tony's house, and a couple of times last fall he came over to warn me that my garage door was left open. I thanked ... Read full Story
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Don't "DRAG" It Out Of Me...
I was a Service Brat; living near FT. Hood Tx. at the time, and had just turned 14. My friend Peter was a little more than a year older than I, and we had started getting each other off with hand jobs but nothing else during the previous summer. One day after we'd finished swimming, he asked if ... Read full Story
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The Story of Stephanie (Chapter 9)
After that encounter with Alicia, I kept a low profile. I was paranoid incase her husband was coming after me. But, one thing I did know, was that I didn't want to get into anything that complicated again. I also knew that Stephanie was ready for some more fun with a man. I'd lived out a fantasy wit... Read full Story
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Trance club
It was the worst day in my life. My girlfriend Ally and I had been quarreling and rowing for several weeks, we were on the verge of breaking up. I just wanted her to be happy. I lived my life for her. I guess I stood no chance to make her smile at me again. We broke up. Ally said everything was chan... Read full Story
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You Just Never Know... ya know?
I was out on the road, On my way to Montreal at the end of my stint behind the wheel. I pulled into a roadside rest area, or lay-by... or in this case a 'pickle park', a cruising area for local and tranient gay and bi-men looking for a quick NSA hook-up. Hell, so was I. I was all nice and clean f... Read full Story
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The invitation
The envelope was waiting on the mat when Jack and Sally got home from college to the small house they shared in North London. Sally scooped it and what was obviously yet another bill up from the floor and plonked them down on the table in the hall as she shrugged off her coat. The young pair were se... Read full Story
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Lesbo surprise
Bethany is 18 and so is Rachel. They love each other's company and can't get enough sexual pleasure. Beth and Rachel had been spending loads of time together recently and because they were straight, nothing had happened between them yet. One day while Beth was in her house, Rach said she would co... Read full Story
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My First and Last Girlfriend Part 6
His dick was already hard and ready for a second round. I was lying on the bed on my back, and he was looking at me dressed in my sexy outfit. I was still wearing the high heel sandals, the laced garter belt and the fishnet stockings were making my long legs look delicious. Under the miniskirt, m... Read full Story
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My First Time Out: The Preparation
Shane, a 24 year old blue-eyed, blonde-haired salesman boarded the airplane enroute to beautiful downtown Salt Lake City, Utah. He had made the trip many times. He always conducted his business in a timely fashion so he could get back to his office making sure not to miss any other business opportun... Read full Story
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First fuck for Freda
I'm such a slut. It's not easy to know where to start. I suppose my routine - that's what got me into this, I guess. Each morning, after my mother went to work, I had three or four hours before my shift at the factory started. I would get the box from under my bed and dress myself. The stockings,... Read full Story
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Amy The Tranny Part 2
I couldn't stop checking Amy out all through dinner. She was dressed in a skin tight mini skirt, her perky little tits standing out from her tiny frame, and long hairless legs cast in nylon fishnet stockings, and 6" stilettoe heels. I wasn't the only one gawking at her! Every guy and even some ... Read full Story
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The Neighbor Part 3
I was uncertain if it was the wine or just the intense sexual release, but I had drifted off into a deep sleep with my newfound lover in my arms, enjoying the silken feel of soft pink satin sheets, and feminine lingerie. Of course the feeling of my lovers warm cum oozing out of my well fucked a... Read full Story
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My Mistress, My Slave
I first met Robert as I was moving into my new apartment building. He was just one of the several men who appeared out of the thin air and offered to carry my furniture and boxes up to my new second story apartment. Most of these manly he-men only appeared because they wanted to get to "know&qu... Read full Story
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Porshe's Escapade Chapter 4
I received an email from Lisa a few days later. She again told me how gorgeous I was and how hard she came when Christie and her fucked me. She then wrote that Christie would be over the following Friday at 5pm to get me ready and then take me to the hotel for the bachelor party. I rushed home fr... Read full Story
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He or she? It did not matter to me!
I was sitting in my small apartment watching TV and having a few pipes when I heard a ruckus in the hallway. It was my room mate Joel and some of his friends retuning from the pub. When they knocked on the door I answered and there he was with some girls he knew but who were all strangers to me. As ... Read full Story
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Late night park visit
It was 11pm on a Friday night, I was driving my car back from a failed meetup with a guy I met online a couple of days prior. I thought it was going to be an amazing night, so I spent close to two hours getting my makeup and hair sorted to look pretty for him when we met. I was wearing a short black... Read full Story
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My first sexual experience with a man
My first time having sex with a man, learning to be a girl that I felt inside. I was 20 years old, just moved to the UK, with my wife at the time as I was stationed at one of the bases there. I had been dressing up and wearing panties and stockings and bras mostly up till that time. I had a coupl... Read full Story
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1st time giving head
1st time giving head I had just broke up with my gf. I had been dressing off and on since I was a kid. Always been turned on by it. I use to sneak into my older sisters room and try on her on her panties. Love the way they felt. I would get hard and rub my little clitty but did not know how to mast... Read full Story
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She became He
The day started as normal, wake up get dressed, have breakfast,but today was going to be anything but any normal day. I decided that i would take the day off work and visit a local sex cinema,i had never been to one before and was a bit aprehensive but i thought sod it let's just do it. Upon r... Read full Story
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I've dumped my boyfriend. Now he wants cock..
Me and Marc had been going out for 7 months. He's nothing that special to the eyes but he has a way with words. He could put a simple sentenced together and get any girl, any age, with any genitals? I thought it was only a rumor going around that he was Bi-sexual so i ignored it completely because ... Read full Story
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Taking On A Surprise
I sat on the couch, and we started kissing again. My hands traced the outline of her nipples through the thin silk of the blouse, and I could feel the lace of her flimsy bra. She leaned back, unbuttoned her blouse, and slid it off.I cupped her breasts, and could feel their warmth and weight. She ... 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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Sissy lola gets a treat
Last night was my first night as a sissy maid for my beautiful goddess maureen and i have been instructed to tell you what a dirty little cock sucking whore i have been. I have known goddess maureen for a while now, she has been giving me instructions via webcam. She would make me flog myself or ... Read full Story
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A Night Downtown
It was a brutally cold winter night, even by Minnesota standards. It didn’t matter. I was just beginning my journey towards womanhood and needed to get out on the town for some much needed male attention. Technically, still in the closet, care was needed to make sure it went undiscovered anytime I s... Read full Story
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My Virgin Tale
It was a brutally cold winter night, even by Minnesota standards. It didn’t matter. I was just beginning my journey towards womanhood and needed to get out on the town for some much needed male attention. Technically, still in the closet, care was needed to make sure it went undiscovered anytime I s... Read full Story
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A Night to Remember
I have always had a strong fetish for stockings, garters, sheer panties, heels and other sexy lingerie. I've always required my women to dress this way for me. Even when I walk through the lingerie section in a department store or Fredrick's and I can't help but want to look at the panties and stock... Read full Story
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The Trip
I’d been seeing Joe for most of the summer and in that time I had starred in maybe a dozen or so of his private home movies. My hair had grown maybe another inch, I’d had my ears pierced and my eyebrows shaped, as far as my parents were aware it was because of a drama club I’d join... Read full Story
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Nikki Gets Satisfied
It was about a week later and I had heard very little from the guy I had met up with. I thought he wasnt interested and was actually thinking about deleting him from my phone when he txt one morning to tell me he was going to be free during that day if I was free and that this time he had condoms. I... Read full Story
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A Shell of A Man
Six years ago, I was doing well enough to finally afford my dream apartment. It was a studio apartment on the upper side of town. So, I had the job, the apartment, the money... but I was lonely. Very lonely and very horny. Not only would I get all hot and bothered from looking at all of the pretty w... Read full Story
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Caught at Lunch
Only so long can you hide, if you are wondering what the hell I am on about then let me explain. As a part time transvestite dressing is always a thrill as is the joy of turning myself from a very average looking guy into a sexy cock loving slut, but due to where I live the chances to fully dress... Read full Story
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Birthday Breaking
I had no idea what my girlfriend had planned for me that day - and if I did, I'd probably still have gone along with it. My birthday wasn't that special an occasion for me. I had no family and having recently moved, I'd no real friends in the city. But Gen was determined to give me a time to reme... Read full Story
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The High Bidder Gets Chrissie
My BFF Kelly belongs to an Alternative Lifestyles Club and her being a member always seems to affect me. Several times a year the club hosts what they refer to as a "Slave Auction". The rules behind the auction state that certain members who are selected by random draw are required to br... Read full Story
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Dinner with Honey
Meeting people online can be quite a feat sometimes. One never knows if the person is really who they claim to be through their words. So, when the time came to meet in person, she hadn't set any great expectations. "It'll be in a public setting. It's a group meeting, so if it doesn't work o... Read full Story
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Do I Want To Leave My Wife?
I sat there thinking, turning my glass between my hands, not listening to what was happening around me. Why did it happen? Once again I had had a quarrel with my wife. This time it was too much. I knew I shouldn't have raised my voice and yes I should have been calmer and maybe even docile to her. I... Read full Story
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Double Wedding
I was about to marry my childhood sweetheart Paula Rother. I loved her and she loved me but it hadn't been straightforward. After school she went to Manchester University while I went to work at a local accountants as a lowly paid junior clerk. She said we where inseparable but during the two years ... Read full Story
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Fun With Friends Chapter 7
After filling Kyle's mouth with cum his humiliation continued that night with the girls picking out a sexy little outfit for him to wear before Hannah & Steph took it in turns to fuck him with a huge rubber cock as we all watched on. At first he was a little unsure trying to walk in the 5" ... Read full Story
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Gangbang
I was just out to show off, and have a good time wearing a short skirt and high heels at the local TV club. Tonight, though, I went a little farther than usual. I had bought some new things, and I was dying to show them off. I wore my latex rubber corset: pitch black, very tight, and very heav... Read full Story
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Life Lesson #1: Older Guys Are Fun!
I was 24 and living on my own in a different town from where I grew up. It was far enough away that I could be anyone I wanted to be and so I got deeper into dressing up. I had a good job now, so I could afford some nicer clothes, and now that I had my own place, I could order things through the mai... Read full Story
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The most recent time I had sex..
So I had been getting these messages on a hook up app from this guy who looked very muscular and his messages seemed decent.I like decent nice normal people who aren't super crude about words and who treat me nicely so I ended up making plans with him.I met him at his apartment later that week.I was... Read full Story
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How I became a GURL part II
So I'm in college now, I've learned to love and use porn in all its forms, I've learned to be a great cock sucker and to have my ass fucked. I've learned to tie myself up -- as best as possible -- to pee all over myself to get that humiliating feeling. I'd spread the porn mags all over the floor and... Read full Story
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How I became a GURL Part III
Now that I was fully versed in being a gurl, I needed to know if I could turn a man on in person, not just looking through a glory hole. I wanted to have a man treat me totally like a woman, take me to a hotel and make love to me, completely as a woman. But where to find the guy? The answer wa... Read full Story
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A Fantasy
Hi baby, You're sitting on a chair with no arms and you're naked. I walk over to you and I'm wearing 5" heels, red stockings and my red panties. You're not hard yet and when I sink to my knees between your legs I lightly kiss the inside of your left knee. My tongue glides up the inside of yo... Read full Story
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A Game within a Game Part 3
A letter. Rob decided, after cooling down a bit from his anger which Jenny's visit had given him, to do a short survey on the things she had left. First he checked their bedroom, and like Jenny said, she didn't take anything of her make-up. He rummaged through her belongings and wasn't sure he wa... Read full Story
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Becoming Marie
I'd had always liked dressing in women's undies from an early age. It was usually my older sister's panties and skirts whenever possible. When I finally left home at eighteen and moved into an apartment in the town center, it really took off. I had had a few encounters with a few guys, mainly glory ... Read full Story
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Daniel, Dani, Dana Part 2
Looking in the mirror as I drove the highway, the new me felt and I thought looked great. A new hair color with the old one the trim, my face looked smaller and even more feminine. I never had this freedom at home and hated the idea of going back there. Final exams were all that was left to shed the... Read full Story
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A Strange Affair
"I think you'd better come in," said the blonde-haired woman. She opened the door to the apartment fully, and stood aside as I walked through the door. She was attractive enough -- it was hard to see why her husband would want to cheat on her. She was very tall, and made taller by her b... Read full Story
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Feminine Fantasy Come True
One Saturday morning I wake up and decide to go shopping for some really sexy and feminine girls clothes. I'm what I guess you could call, a "closet cross dresser." Although I have always been too shy to try and pass as a girl in public, I have been dressing up as one in secret ever since ... Read full Story
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David to Dee Chapter 3
Dee slept for nearly twelve hours following her adventure at the adult book store. While she slept, Gina contacted the nurse that she'd spoken to in the chatrooms by phone, speaking quietly so as not to rouse her exhausted lover. Dee, however, was awake, listening in on Gina's surreptitious plans... Read full Story
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S is for Selena
"His name is Ken," my friend Isabella had told me as she recounted her own encounter and that of her friend. "I got to first base with him that first time he came in the club. Just a quick snog and then he seemed to take fright." "Were you wearing that red dress, the one ... Read full Story
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P.A. for a Day
The gates swung closed behind Charles as he slowly drove his car up the sweeping driveway. Even though he was looking forward to the erotic delights which were in store for him that day, the cares of the world seemed to weigh heavily on his shoulders. As he drove up to the garage he mused about t... Read full Story
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Alexis Chapter 3
The beginning of the next week goes by rather uneventfully. Mr. Hughes doesn't acknowledge me in class, and I'm starting to wonder if he's regretting everything we had done. My suspicions are proven wrong however on Wednesday. The bell rings and kids scramble to get out the door for lunch. I'm sl... Read full Story
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Doctor Appointment
"Mr. Johnson, the doctor is ready to see you now." I stood up hesitantly and walked to the office I was assigned to. Seeing a new doctor was always a pain for me. I hated having to be exposed by someone I didn't even know. I guess it just wasn't my thing. Until I walked into that off... Read full Story
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Always Be Closing Chapter 2
Hi, my name is Tom Jacobson but you can call me Marcy. I am 23 years old man. I'm 5'9" with light brown hair and a slim build. This story continues where my last one left off. After my luggage was lost on a very important business trip my coworker Tina convinced me to wear one of her spare outf... Read full Story
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Andy Becomes Mandy
Polly and Andy had met some weeks before (A chance reunion. She arranged for Andy to call by and this is her story of the next encounter. I waited a week after that first meeting with Andy. We had known each other for quite some time and flirted often but I would never get involved with colleague... Read full Story
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