Transvestite

Carl to Carla

/ Categories: Anal, Enema, Fiction, Gay, Transgendered, Transsexual, Transvestite / Anal, Enema, Fiction, Gay, Transgendered, Transsexual, Transvestite / By

Note:I didn’t write this. “Yea I thought the singing was OK but I don’t really go for that style too much” “And the girls?” Brian prompted me. “Oh come on Brian leave him alone we all know he’s not really interested in girls.” “Give him a chance, people can change! Perhaps Carl’s developing an eye for them now eh Carl?? I mean they weren’t bad looking. So, apart from their style what did you think of them?” I was together with Mike and Bryan and a number amongst many of my old school friends. The local pub had got in this group of country style singers. I think in sexual relations it is sometimes hard to define the difference between consent and coercion. The reader will have no doubt that in the events which follow …

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Valerie discovers me Part 1

/ Categories: Blackmail, Fantasy, Male / Female Teens, School, Transvestite / Blackmail, Fantasy, Male / Female Teens, School, Transvestite / By

This will be a first for me. I think all the stories I’ve ever written about me in panties  and lingerie, had to be about me submitting to men. This morning I remembered a fantasy I told a friend in high school about a girl I really liked.I attended a private school where we had to wear uniforms. Guys wore grey slacks, white shirts and maroon loafers. The girls wore the same white shirts and green pleated knee length skirts, knee high socks and black and white Saddle Oxford shoes. I lived a very protected life and was never told about sex, so sneaking my mom’s and sister’s panties and bras… managed to stay off their radar. I eventually rode my bike to various stores and bought my own satin bikini panties and a few nylon low …

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Somewhere in Afgan

/ Categories: BDSM, Body modification, Bondage and restriction, Cheating, Cock & ball torture, Fiction, Torture, Transvestite / BDSM, Body modification, Bondage and restriction, Cheating, Cock & ball torture, Fiction, Torture, Transvestite / By

There was a knock on my door. “Come,” I answered, “Prisoner and escort Sah!” shouted Sgt Major Riley in an ear splitting roar completely inappropriate for a small hut after an all nighter in the mess. “Well come on in,” I invited. I surveyed the biggest and ugliest Arab “Woman” I had ever seen, at least the murderous eyes and UK size 17 bovver boots which was all I could see with the huge all enveloping Berk-er it wore gave that impression. “Sah, Prisoner will advance, wait for it, Hep Tight, Hep Tight Hep tight Alt, Prisoner Sah, Gook impersonator woman Sah, Tranny Sah, Tranny wi no Fanny sah.” “I think I get the picture, “ I agreed as the surly individual glared atme through the slit in its Burkah. “Geneva convention, woman’s need to …

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sister throws a party, and catches brother

/ Categories: Bi-sexual, Fantasy, Humiliation, Incest, Transvestite / Bi-sexual, Fantasy, Humiliation, Incest, Transvestite / By

My name is Sam, I was raised in a fairly well off family, classic middle-class suburbia. We live in a single story, 4-bedroom house. The master bedroom is in the back corner, my sister’s bedroom right next to theirs, my bedroom, which is directly across the hall from Tammy’s, and a spare bedroom, across the hall from my parent’s room, which acts as a guest room/ study room. My parents don’t go away often but when they do trouble usually ensues. I have an older sister named Tammy; she is, at this time, 16. She has long wavy light brown hair, blue eyes a fair B-cup, standing at 5’4″ and slim from doing gymnastics and other activities during middle school. I’m 14, freckled ginger brown hair with the same waves and I wear my hair …

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Growing Up Chapter3

/ Categories: Anal, Bi-sexual, Boy, Diary, Female / Girl, Fisting, Incest, Male / Older Female, Transvestite / Anal, Bi-sexual, Boy, Diary, Female / Girl, Fisting, Incest, Male / Older Female, Transvestite / By

This one time, Mom dressed me up in a garter and stockings and a corset and black satin panties and also a wig, a short and silvery bob, . The stockings had an embroidered pattern and the corset was stiff and she cinched it tight but the panties were hers and so they fit me loosely with lots of fabric sliding against my skin. She sits on the bed and takes me over her knees and gently, with a lot of lube from her nightstand, works her fingers into my butt hole, one and then two. The excitement of being penetrated gets my balls all tingly. Rubbing my crack up and down with lots of slick lubrication she makes sensations zing through my body. I’m grinding into her lap and my dick feels so good …

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A Night to Herself in London

/ Categories: Anal, Diary, Toys, Transgendered, Transvestite, Voyeurism / Anal, Diary, Toys, Transgendered, Transvestite, Voyeurism / By

She’d been working hard in the lead up to this night for month’s. It takes alot of planning and discipline to look and feel as good as she did as she began to prepare. The day had been spent exercising, fasting and hydrating. As she stepped into the shower after finally finishing cleaning herself out, she sighed deeply since now the fun could start. The warm water raced down her perfectly smooth skin thanks to the full body waxing a week prior. It ran down her lean muscled back, between the shoulder blades, over the dimples above her perfectly round smooth ass, down the crack and just kissing her silky balls before dripping away. She turned to allow the powerful spray to hit her chest, massaging her nipple rings and flying down a rock hard …

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Suzy’s Daydream

/ Categories: Domination/submission, Exhibitionism, Fantasy, Transsexual, Transvestite / Domination/submission, Exhibitionism, Fantasy, Transsexual, Transvestite / By

For those who haven’t been following my “coming out” thread, I’ve spent the last few months learning to accept and enjoy my love of crossdressing. During that time, I discovered that I absolutely love going out in public in scandalously short skirts and sky-high spike heels. Even better (and amazing to me), I’ve discovered that when I do, other people apparently don’t see through my disguise! After a number of trips to stores and malls, I’ve learned that I really can pass as a woman! I won’t repeat that discussion here, because you can click the link in my signature if you want to read it. However, lately I haven’t had much of an opportunity to enjoy being Suzy because of work and family obligations. Just before those obligations struck, though, I was looking for …

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I Discover Jenna’s Secret

/ Categories: Anal, Ass to mouth, Coercion, Fiction, Teen, Transvestite, Virginity / Anal, Ass to mouth, Coercion, Fiction, Teen, Transvestite, Virginity / By

I had recently been divorced, and had just turned 36 when I decided to make some changes in my life. I had worked myself up to superintendent of an N.Y.C. commercial real estate building and I decided to go for something less stressful. I wasn’t looking for less work, just something without the cutthroat aspect and everything needing to comply with an insane amount of regulatory paperwork. After looking for a short time, I found what seemed the perfect solution. A residential complex in N.J. was looking for a maintenance super, and on top of that offered a free apartment as one of the benefits. I sent out my resume and after a follow up interview I had the job. Two weeks later I had moved into the complex and started work. The property manager …

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Our Only Hope, Chapter 05

/ Categories: BDSM, Exhibitionism, Fiction, Transsexual, Transvestite / BDSM, Exhibitionism, Fiction, Transsexual, Transvestite / By

In this chapter, the search for the Monty brothers leads W to Davenport Iowa and a club call “Colonel Boogie’s” I could have run this book through my regular publisher and made a couple hundred dollars, but I am posting it instead because many more people read my posts than buy my books. = = = = = = = = = = = = = = = = = = = = 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 …

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DNA Chapter 3

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

Jim ran his hand over his curving stomach and probed the strange folds of his vagina, how in the name of God was a baby supposed to fit through that? Well you might get to find out, said a corner of his mind. He thrust that away, the chances of him getting pregnant were small, he decided. I’ve only had sex as a girl once and you are always hearing of couples who can’t get pregnant, he thought. In a corner of his mind a voice was saying, but what if you are? He ignored it and got dressed. He ignored the dress and wore a loose green jumper and a pair of Anne’s jeans. He noticed he was still wearing Julie’s crucifix, it looked quite nice to Jim nestled between his breasts. After he …

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Fun during a sad time

/ Categories: Anal, Consensual Sex, Cum Swallowing, Transsexual, Transvestite, True Story / Anal, Consensual Sex, Cum Swallowing, Transsexual, Transvestite, True Story / By

Fun surprise during sad time. A couple months ago there was a death in my family and I had to return to my home town to go to the funeral. The only family member that still lived in the town was my cousin who I grew up with and we were really close even though she was only related due to a series of marriages. Long story. So in the end we are not related to each other then marriage. I got the call and Molly asked if I would return home to go to the funeral and she’d pay for my flight and I could stay with her. I said sure, got packed and since I was going to be in a town where I don’t think anyone knew me anymore I packed a …

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Rite of Passage Ch.03

/ Categories: Anal, Coercion, Consensual Sex, Domination/submission, Fiction, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women / Anal, Coercion, Consensual Sex, Domination/submission, Fiction, Teen Male / Female, Transgendered, Transsexual, Transvestite, Written by women / By

Confusion and anxiety dominated Jamie’s sore, battered body and mind. It was hard to maintain a positive outlook on things when your positive outlook became, ‘I hope it doesn’t hurt so bad next time.’ There was nothing to look forward to anymore. And the fresh horror that was the mystery of his upcoming birthday present only served to set him even more on edge. His fear of Caitlyn’s wrath, however, now twice experienced, spurred him on to quickly finish his shower and start toweling off, grateful for the steamed up mirrors, allowing him to avoid his own image, something he couldn’t bear to even glimpse right now as his mind was dark enough without adding the vision of himself, downtrodden and beaten. He stepped out onto the landing, the towel wrapped tight, almost guarded, around …

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Instructor Mike’s Academy – Part 4 – Becoming a Girl

/ Categories: Anal, Asian, Ass to mouth, Authoritarian, BDSM, Boy, Cock & ball torture, Discipline, Domination/submission, Enema, Exhibitionism, First Time, Gay, Humiliation, Interracial, Male Domination, Role-playing, School, Teen, Transvestite, True Story, Young / Anal, Asian, Ass to mouth, Authoritarian, BDSM, Boy, Cock & ball torture, Discipline, Domination/submission, Enema, Exhibitionism, First Time, Gay, Humiliation, Interracial, Male Domination, Role-playing, School, Teen, Transvestite, True Story, Young / By

Warning: This is an explicit semi-fictional/semi-autobiographical multipart series involving White Daddy / south asian teen raceplay, crossdressing, and more. If you are not over 18 and/or find the notion of White Cock superiority to be offensive, then please do not read on. Instructor Mike’s Academy – Part 4 – Becoming a Girl Sadly, it was time to head back. I had cleaned myself well in Instructor Mike’s shower, and when my mother came home she was none the wiser to my day’s lesson plan or psychological transition. I went to bed with a smile on my face thinking of the amazing feeling when he made my little peepee dribble, but more so with the knowledge that I pleased my Sir and helped him shoot his Glorious White Man Cum all over his little sissy’s face. …

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Rick’s Wife_(0)

/ Categories: Anal, Blowjob, Fiction, Transgendered, Transsexual, Transvestite / Anal, Blowjob, Fiction, Transgendered, Transsexual, Transvestite / By

Rick and I grew up in the same town, a half a mile from each other. We were best friends. We went to school, fished, rode bikes and hung out together at every waking moment. Rick was tall, tanned and athletic with wavy black hair and brown eyes. I was shorter, thin and blonde with petite features. When we went swimming, I couldn’t help but notice his huge cock when we got dressed in the locker room and I’m sure he noticed my smaller one, but was too polite to say anything. When Rick and I were teenagers, we would hang out by the river, drink beer and smoke a little pot. Rick and I were both interested in girls, but neither of us seemed to get lucky. After high school, Rick had a car …

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Sissy Pussy BBC

/ Categories: Anal, Blowjob, Domination/submission, Transvestite, True Story / Anal, Blowjob, Domination/submission, Transvestite, True Story / By

Prior to this incident I’m about to tell you about, I hadn’t been with a man in 3 years, but the stories I’ve been writing, and the feedback I’ve received have inspired me to get back out and find some cock. There’s only so far you can go with vibrators, dildos, and memories, and at this point, I have definitely taken that road as far as it can go. I figured it was time to make some new memories, and so here we are. Most stories I’ve written on here have been about my exploits when I was much younger, and figuring out that I was a sissy, or describing encounters that shaped me into the sissy I am today. This particular story is about something that happened just a few weeks ago. I’m in …

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Denver and Alex

/ Categories: Blowjob, Fiction, Transgendered, Transsexual, Transvestite / Blowjob, Fiction, Transgendered, Transsexual, Transvestite / By

Throughout my childhood and adolescence I had one friend above all else; Alex. We were neighbors when we were five and first met, doing normal kid things. When we hit middle school our bodies and personalities started to change. I started getting muscular and tall, he grew little height ways and his muscles seemed to slender out. I started getting a lot of attention from girls and Alex always seemed to just tag along. Still there was nothing that had really changed, we were just as inseparable. With high school though came a whole mess of change that could have stressed our friendship. I had continued to develop into nothing short of a mixture of a Calvin Klein underwear model and a NCAA linebacker; I stood six foot flat and 215 lbs of muscle. As …

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Deal with the devil 2

/ Categories: Bestiality, Boy, Fiction, Horror, Humiliation, Masturbation, Mind Control, Monster, Pregnant, Rape, Reluctance, Transgendered, Transsexual, Transvestite, Violence, Virginity / Bestiality, Boy, Fiction, Horror, Humiliation, Masturbation, Mind Control, Monster, Pregnant, Rape, Reluctance, Transgendered, Transsexual, Transvestite, Violence, Virginity / By

When they leave, I change into a bird, then take off. “Whew, that was something.” I think. “I can’t wait to try some other animals.” I fly down to the zoo, and only then do I realize a flaw to my plan. There are people at the zoo, so how am I going to have sex I decide that I don’t care, I need more sex, and I have a quick solution. I’ll be a fly, I’ll hide in some cranny in the pen, transform, then have some fun. I’m flying over the zoo when I see the first lucky animal, a wolf in the woodland exhibit. I change into a fly and drift down toward the caged play area. As soon as I land behind a rock I morph back into a human, then …

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Suzy Unleashed Chapter 5

/ Categories: Blowjob, Domination/submission, Fiction, Transsexual, Transvestite / Blowjob, Domination/submission, Fiction, Transsexual, Transvestite / By

I woke up on Saturday horny and ready for the next part of my adventure. In the back of my mind I still harbored nagging doubts about being introduced to Kathy’s anonymous friend, but knowing that I’d be sandwiching him between Steve and Ron allowed me to concentrate on how much fun I was going to have with them. Besides, I rationalized, Kathy wouldn’t be setting me up with another guy unless she believed he’d enjoy it, so maybe even the stranger would be enjoyable. While Kathy prepared breakfast, I showered, shaved and applied my makeup and wig, then completed my transformation with my standard outfit of a teeny, tiny miniskirt and sky-high heels. Looking in the mirror, I couldn’t help smiling at my appearance. “Not bad,” I told myself. “It’s pretty obvious that I’m …

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Jaclyn part one

/ Categories: Fantasy, Transsexual, Transvestite / Fantasy, Transsexual, Transvestite / By

Let me start off by saying that I have always enjoyed wearing women’s clothing, as far back as I can remember I love the feel of satin against my body. My first experience was when I was 13. I was in the bathroom, taking a piss, when I saw a pair of my mom’s black satin panties in the hamper, so I took my mom’s panties and off to my room I went. That night was my first experience, with women’s panties. The feeling of them hugging my little cock was intense needless to say I came very fast, When I was finished I couldn’t very well put them back in the hamper, so I stuck them between my mattress’s. Not too long after that I discovered transvestite website’s, I was stunned how these men …

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Hot Chocolate

/ Categories: Blowjob, Coercion, Cum Swallowing, Fiction, Interracial, Transgendered, Transsexual, Transvestite / Blowjob, Coercion, Cum Swallowing, Fiction, Interracial, Transgendered, Transsexual, Transvestite / By

“C-come on sis, I don’t want to do this!” His sister, Joanna, smirked and shrugged, “Aww, Casey, I really don’t care! Now, come on, pucker your lips up some more, hm?” After a reluctant sigh, he did so, quickly feeling her fingers on his chin, steadying him as she applied the red matte lipstick to his plump lips, “Yeah, yeah just like that, perfect…” “C-come on, you can’t be serious?” He complained, voice soft once she was finished applying it, looking at his sister with wide anxious eyes as she glanced in a mirror, pursing her own lips before glancing back to Casey, as if comparing them. “Yeah, you look perfect… One second, let me just do your eyelashes.” Casey let out another sigh, feeling the butterflies float around in his stomach as his sister …

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