Transvestite

My Bi-Curious Adventure – Part 1

/ Categories: Anal, Bi-sexual, Blowjob, Cosplay, Cum Swallowing, Fantasy, Transvestite / Anal, Bi-sexual, Blowjob, Cosplay, Cum Swallowing, Fantasy, Transvestite / By

I’m a happily married man. My wife, Stacy, and I have a great relationship and our sex life has always been very satisfying, although somewhat conventional. Of course, like any other man, I have fantasies and certain fetishes. There are the typical fantasies involving having sex with women I know, women I don’t know, threesomes, or getting “caught” in certain situations, etc. On the fetish side, I have a few, but there is one that dominates my thoughts and desires far more than any other, and that is women’s lingerie. Somehow, the sight of seeing beautiful women scantily clad in sexy lingerie is almost as much of a turn-on as seeing them completely naked. Unfortunately, I never got the impression that Stacy shared the same interest in sexy lingerie because every time I tried to …

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Little Red Riding Fag

/ Categories: Fantasy, Transgendered, Transvestite / Fantasy, Transgendered, Transvestite / By

latex xdressing slave Its night, the full moons out and I’m walking home through the woods wearing my long red hoody, and have skin tight black rubber arm gloves, thigh high black rubber spiked heels, black rubber thong, black rubber bra, slave collar, and some sexy make up under it and my backpack on my shoulder. I’m listening to the wind whistle and the leaves crunch beneath my heels lonelygoth i spot what appears to be a sexy girl walking all alone int the woods, i get closer to check it out, but something seems wrong with this one, i follow you, watching your feminine body move through my woods latex xdressing slave I hear a twig somewhere around me snap latex xdressing slave Hello? lonelygoth i say nothing, but breath heavily latex xdressing slave …

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The Walk

/ Categories: Fantasy, Romance, Transgendered, Transvestite / Fantasy, Romance, Transgendered, Transvestite / By

I thought id done a good job, my bits all neatly ‘tucked’ away, (being blessed with a small cock allowed me to push it back and have an almost convincing ‘camel toe’ in my skinny jeans) I was nicely made up, hoop earrings (not too large as to be too tarty) nice bra and panties, DD cup boobs, wearing my favourite brown modestly heeled over the knee boots, tight blue skinny jeans, cream cowl neck pullover and long black winter coat, faux fur scarf and mittens completing my ‘girl out for a walk’ look. Pretty good I thought, and I felt pretty good too. Done this loads of times, on my own, no probs…..until now……… Obviously the guy walking his dog I had passed earlier had read me……………………………. I had passed him earlier, nearly an …

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The Inheritance – Second Part

/ Categories: Authoritarian, Bi-sexual, Domination/submission, Fiction, Transvestite / Authoritarian, Bi-sexual, Domination/submission, Fiction, Transvestite / By

Well, dear readers, I think I’ve found a way to continue the story without losing continuity. As you’ll see, there are some rather perverse situations (which, if you’re like me, you’ll surely love). As always, I will gladly receive your comments, suggestions, or ideas for new stories. Ana Raquel The Inheritance – Part Two A month had already passed since the events of my previous story. Laura and I were perfectly settled in our new house, which, thanks to Enriqueta, was gleaming: the kitchen spotless, the floors polished with care, dinner served punctually at 9:00 p.m. Since Enriqueta had gone from helping us three times a week to being available every day, we finally suggested to Elena that they move into one of the spare rooms on the first floor. She accepted almost immediately. So …

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Crossdresser True Storie

/ Categories: Anal, Boy / Boy, Teen Male / Teen Male, Transvestite, True Story / Anal, Boy / Boy, Teen Male / Teen Male, Transvestite, True Story / By

Hi, my name is Ron. This is a story about the first time I dressed for a guy. I was bored and got online for for something to do. I have a yahoo screen name letting people know I’m a CD and bi. Well, this guy I’ve been talikng to for awhile was on and i figured “What The Hell, inite him over.” His name was Tony. He was older in his 22’s, But looked great from what i could tell from his webcam. Tony asked me if i would dress for him. I told him i was nervous but i would try. So i went up and got in the shower and shaved my body. Then went into my room and put on my thigh highs and garter. I then put on a little …

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An Accidental Woman

/ Categories: Bi-sexual, Blowjob, Body modification, Coercion, Cum Swallowing, Female / Girl, Fiction, First Time, Hardcore, Mind Control, Oral Sex, Reluctance, Teen, Transgendered, Transsexual, Transvestite, Written by women, Young / Bi-sexual, Blowjob, Body modification, Coercion, Cum Swallowing, Female / Girl, Fiction, First Time, Hardcore, Mind Control, Oral Sex, Reluctance, Teen, Transgendered, Transsexual, Transvestite, Written by women, Young / By

Both my parents died when I was 13 in a car accident. With no family and no where to go, I became a ward of the state, and once I turned 18, I was turned lose, with little to no prospects and only a college scholarship and the money that was placed in trust when I became and orphan. Life had not been that great. I had learned to be alone, to not trust people, and was extremely awkward socially. The other guys at the home told stories about the girls they had fucked or messed around with, but somehow, even though I deeply wanted to get with girls, I never knew what to say. All that changed when I started college. I didn’t tell people about my past. I was a decent looking guy, …

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I Hate Sneezing Ch. 2_(2)

/ Categories: Bi-sexual, Blowjob, Dark fiction, Female Domination, Fiction, Transvestite / Bi-sexual, Blowjob, Dark fiction, Female Domination, Fiction, Transvestite / By

I Hate Sneezing Ch. 2 The Guy she was working on quickly stood up and began to scarper. Brenda quickly whipped her head around, “You sit down! I’m not done sucking your dick yet!” Brenda commanded anger laced in her voice. She roughly grabbed me by the nape of my neck and marched me across the hall into my room. “What the hell do you think you’re doing?!” she demanded of me. “I-I-I…” was all I could stutter as a response. She threw up her hands, “I don’t have time for this! You stay right here, and don’t move a muscle, or I’ll be the shit out of you!” her threats not idle having kicked my ass many times before. I stayed right where I was standing, as she walked towards my door, I couldn’t …

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Trisha Did What?

/ Categories: Bi-sexual, Bondage and restriction, Dark fiction, Domination/submission, Fantasy, Transgendered, Transvestite, Virginity / Bi-sexual, Bondage and restriction, Dark fiction, Domination/submission, Fantasy, Transgendered, Transvestite, Virginity / By

Matt had just about enough. He almost failed his Civics test almost got detention and now the school bully was messing with him for the 5th time this week. When stuff like this happened Matt hated himself. He was barely 5’6″ in his junior year of ighschool. He hated getting picked on by this guy he had to be at least 6’5″ 280lbs and played football. Trisha had had enough with the picking and stepped in. Hey stop it! she yelled. The big guy smirked and walked off. All Matt did was look at Trisha and smiled. She waved and left. Trisha liked Matt but she wanted him for a different reason. Trisha worked up the courage to ask Matt out a couple days later. After a few months of dating this is what happened. …

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Forced to be a girl for a weekend

/ Categories: Bi-sexual, Consensual Sex, Cum Swallowing, Transvestite, True Story / Bi-sexual, Consensual Sex, Cum Swallowing, Transvestite, True Story / By

I had just gotten divorced from my first wife and was at the bar when I met this nice young lady. We chatted for a bit and agreed to met for lunch the next day. We met up and hit it off. Now I have been dressing and bi since the 80s and normally I tell a person right off the bat but I did not tell Tina about it for some reason. She invited me over to have dinner on the upcoming friday night. We both loved football just different teams and they happened to be playing each other. Tina says lets put a bet on this. I asked whats the bet. She smiled and said if I win you have to dress up as a girl all weekend. Every where we go you …

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Anonymous online pickup!

/ Categories: Authoritarian, Bondage and restriction, Cock & ball torture, Exhibitionism, Humiliation, Transvestite, True Story / Authoritarian, Bondage and restriction, Cock & ball torture, Exhibitionism, Humiliation, Transvestite, True Story / By

CL pickup! I was on holidays and cruising for cock and abuse one morning. I had put an ad on CL and was waiting for a response. I didn’t have to wait long before I got a reply. It was from an out of town Dom who wanted to use a sissy before he had to leave. I’m a submissive CD that craves use and abuse, so I quickly agreed to meet him. I was to meet him at the truck stop just outside of town dressed very sluttily. I was to wear my shortest skirt, no panties, heels, white bra and a jean jacket. I was to park by the picnic table under the streetlight at the far end of the lot. I arrived on time and awaited his arrival. A few minutes later …

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Danny Boy, Jr – A Halloween Story

/ Categories: Bi-sexual, Erotica, Fantasy, Transsexual, Transvestite / Bi-sexual, Erotica, Fantasy, Transsexual, Transvestite / By

= = = = = = = = = = = = = = = = = = = = This story references events which occurred in a previous Halloween story of mine called “A Favor for Danny Boy.” But this story stands totally on its own. = = = = = = = = = = = = = = = = = = = = WARNING! All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual content. All people and events depicted are fictional and any resemblance to persons living or dead is purely coincidental. Actions, situations, and responses are fictional ONLY and should not be attempted in real life. All characters involved in sexual activity in this story are over …

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Kelly – Part 2

/ Categories: Anal, Fantasy, Oral Sex, Romance, Teen Male / Teen Male, Transgendered, Transvestite / Anal, Fantasy, Oral Sex, Romance, Teen Male / Teen Male, Transgendered, Transvestite / By

I was in shock. In the short span of a few minutes, my best friend Kevin had become Kelly. Kevin was a slender guy, with soft brown eyes, medium length brown hair which he swept down in typical emo/hipster fashion. Kelly was adorable. She was smoothly shaven beneath her clothes, wearing black lacy panties. She even had a semblance of curves. Beneath Kevin’s baggy clothes, hidden, was a delicious figure. Kelly stood in front of me, beaming down at me. She shifted her weight onto one of her hips, and placed her hands at her sides. “So? How do I look?” I couldn’t begin to describe. I could still see Kevin in there, but there was more. For me, there was a woman standing in front of me. She was a little boyish in figure, …

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The Nightstalker and the Sissy (or Sissy is Sodomized)

/ Categories: Anal, Ass to mouth, Dark fiction, Domination/submission, Fantasy, Reluctance, Spanking, Transvestite / Anal, Ass to mouth, Dark fiction, Domination/submission, Fantasy, Reluctance, Spanking, Transvestite / By

For what had to be the third time since I sat there my body shifted in my seat trying to remain comfortable. As I did my eyes stayed focused on your house but as of yet there were no changes. Finally what I’d been waiting for occurred as I watched the downstairs light go out and the windows turn black. The engine comes to life as I turn the ignition and switch on the headlights. It takes less than five minutes driving and I’m parked in my driveway. Checking my pockets I insure that nothing is forgotten in my zeal to begin the night’s activities. Though it is only September the night is cool as I zip my light, black jacket to my neck as rain falls lightly like heaven’s tears. With my hands jammed …

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Melanie Catches Me Wearing Her Panties

/ Categories: Blowjob, Dark fiction, Domination/submission, Female Domination, Fiction, Foot or shoe fetish, Male / Female Teens, Masturbation, Oral Sex, Teen, Transvestite, Young / Blowjob, Dark fiction, Domination/submission, Female Domination, Fiction, Foot or shoe fetish, Male / Female Teens, Masturbation, Oral Sex, Teen, Transvestite, Young / By

A complete work of fiction involving consenting adult siblings. Melanie Walks in on Me My sister, Melanie, is an 18-year old senior, and star soccer player. My name is Mike, and I am her older brother. We are just a little over a year apart. I am 6’0”, 185, dark hair, and a decent build. I played on the varsity football team in high school, and turned down an offer to play collegiately out of state, simply because I didn’t want to be 15 hours from home and have no family or friends nearby. The outcome for those types of players aren’t favorable in many instances, so I chose to play for the local community college instead. Mel is totally a fucking knockout. She is 5’7, weighs about 110 pounds, 34C tits, perfectly toned legs, …

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Biker Daddy Don – Story 1

/ Categories: Drug, Reluctance, Teen, Transvestite, True Story / Drug, Reluctance, Teen, Transvestite, True Story / By

Biker Daddy Don – Story 1 During the summer when I was a teen I had been selling magazines for extra money. I wore shiny pantyhose and either silky panties or a silky slip under my clothes everywhere I went. I was out going door to door when I came to house that had a man in his late 40’s working on a Harley in his drive way. On that day I had worn a shiny tan pair of exercise tights with some white silky panties over top of them that were a size too big. I liked the way they slid around with ease on my shiny hose covered cock. Anyway, as I approached him he stood up and wiped his hands off. I did my usual greeting and introduction to what I wanted, …

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My first cock was a crossdressers

/ Categories: Blowjob, Cum Swallowing, Oral Sex, Reluctance, Transvestite, True Story / Blowjob, Cum Swallowing, Oral Sex, Reluctance, Transvestite, True Story / By

One friday night back when I was 25 I was in the chat rooms looking for a little action. I had chat with a few ladies that got me nice and hard,but no of them lived in the same city as me and i was looking for more hands on fun. At about midnight a message popped up. “Hi I’m DeeDee whats your name?” “My name is Joe.” I respond. “Hi joe how old are you and where are you from?” She asked me. I tell her my age and where im from. She tells me where she is and its not far from my place. So i ask”How old are your and what are you looking for tonight?” Hoping to get some action. She responded with”I’m 35 m crossdresser,I’m very passable.” “I even get …

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Sam to Samantha_(1)

/ Categories: Anal, Blackmail, Fantasy, Reluctance, Transvestite, Young / Anal, Blackmail, Fantasy, Reluctance, Transvestite, Young / By

Hi my name is Jason and I’m 19 years old. I was living with my parents and looking for a job and a place of my own. I did have a job but it was just a part time job at some restaurant, just to kill some time. Anyways, one day my mum called me downstairs and said that Mrs. Fletcher from across the street was asking for me. I went downstairs and there she was waiting for me. Seeing me she said “Jason, hi, I’m going on a business trip for about two weeks and was wondering if you could look just check up on my son while I was gone.” Mrs. Fletcher was actually fairly good-looking with red hair and light blue eyes. She lived alone with her teenage son Sam. Sam was …

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My first time with Joe _(0)

/ Categories: Gay, Hardcore, Oral Sex, Transvestite, True Story / Gay, Hardcore, Oral Sex, Transvestite, True Story / By

Hey everyone this is the same true story I wrote a few years back on a previous account (BisexualCockWhore) but in much greater detail for all you viewers 😉 If you want to read the shorter version I wrote on a previous account go to the link below: http://stories.xnxx.com/story/28858/My_first_time_with_Joe By the time I was 21, I had moved out of my old house and into a flat just outside of Birmingham City Centre, it wasn’t much but for me, it was home. A place to call my own. A place where I could cross-dress freely without fear of getting caught out with a dildo in my ass. For the first week or so I didn’t venture out much, unless I paying rent upfront or getting food and drinks from the corner shop. I would stay …

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The Maid in me

/ Categories: Anal, Bi-sexual, Cum Swallowing, Fantasy, Transgendered, Transsexual, Transvestite / Anal, Bi-sexual, Cum Swallowing, Fantasy, Transgendered, Transsexual, Transvestite / By

First let me start off about myself, I am 24 years old and I am a closet CD (Crossdresser). Womens lingere and clothing turns me on, as well as their sex appeal to men. I came home from school and decided to take a shower. I needed to make sure I was shaved and smooth for my mistress. She would be home soon, and I needed to start dinner and have it ready. As I finished my shower I made sure I was smooth for my mistress. I powdered dry and wrapped a towel around me and headed to my room. As I entered my room it was nice and warm from the space heater I had running. I slipped off my towel and slipped into my Satin white panties. My white stockings felt better …

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I Just Knew It Felt So Right

/ Categories: Anal, Blowjob, Cum Swallowing, Transvestite, True Story / Anal, Blowjob, Cum Swallowing, Transvestite, True Story / By

It was never questioned when to do it. It was never questioned why I would do it. Not to me at least. I couldn’t control it. I just knew it felt so right. From the time that I was 7 years old I knew I had an affinity for feeling like a girl. I always watched TV and would daydream about wearing dresses and makeup. By the time I put a pair of satin panties on my crotch for the first time when I was 12, I knew whatever I was doing couldn’t be so wrong if it felt this right. It felt good, I would feel my crotch zing and shiver with excitement, cool excitement as I felt the fabric shimmy up my teenage boy thighs and snugly grab and cradle my little boy …

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