transsexuals stories and histories

CD cabin part four
When I asked Steve if he had any bi experiences I expected him to deny any he may have had. But he stood there for a minute, I'm sure he was debating telling me or not. As we eat dinner he finally starts to talk, telling me about one business trip he was on. It was a sales meeting in Chicago and he was representing the company he works for. He sometimes travels as a team with other sales people but he was alone on this trip. It was the last day of a three day event when he was at the h...

The exciting second installment of Bimbo 101. This is 2 of 4, if you want to read ahead, and new chapters will be coming out sporadically.
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My stepmother sat there, letting the word 'Bimbo 101' hang there as if they were some sort of clever thing and not the ravings of a madwoman....

I began to realize if I hosted I could more easily embrace the sissy side, but it wasn't easy sharing a space with other people. I received an interesting proposition in an email that gave me a solution I had not yet considered.
I was talking with a man who had never been with a sissy or even a man. He couldn't host and neither could I. He suggested I get a room at a nearby motel, dress up and he would give me cash for the room. This was a perfect idea, my mind was already imagining the sex. I agreed....

Content warning: this story depicts an MMF threesome between a cis woman, a trans man and a cis man. "Feminine" words are used to describe the trans man's genitalia. Fisting is described in this story. If this is not your thing please move on.
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The sunlight filtered through the blinds, casting soft stripes across the tangled sheets and bare limbs. Wolf stirred lazily against Tristan's chest, both of them still sticky with sleep and the faint scent of sex. ...

After Jimmy and Oliver I had spent sometime just focusing on dressing. My cock-lust was satisfied after the intense fucking I received from them.
I spent a lot of time dressing and taking sexy photos of myself as a sissy girl. I came up with the name Lori and I shared these photos online with strangers. I loved the comments perverted older men would send me. They loved my stories but often warned me to stop having unprotected sex with strangers. One night I was feeling extra horny and all my room mates w...

Going out of business 24/7
After we got home, Master allowed me to shower and change. We had a quick talk before we called it a night.
"Sissy, I still will not practice monogamy. However, since you will be more available, I will use a lot more. All your boy clothes will be disposed of. And your cell service will be shut down. You will have a cell phone that I give you and I control the phone totally. Your chastity lock is now under my total control. Only I can unlock it and that will not happen very o...

Paradise Isle, StepSister Pt 05
(Trans, transformed, lesbian, reluctant, chastity) Three girls together
By ChangeYourPassword
Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this story and the fetishes involved, great. If not, please forget the whole thing....

Stories from Robeka: The Best Kind of Customer
*A small side-story in the Reina the Warlock / Robeka setting, set some short time after part 5 in the Reina series*
The shop was silent as a monk's tomb, just as it had been all day. What little light trickled in through the windows gave the room an eerie, orange glow. Beautiful, but sinister. Once again, the city was being drowned by a sandstorm, which had turned the streets outside into an arid wasteland. The petrified eye hung low in the skies above t...

The day had come for a dream to be lived and a secret to be unveiled.   I had been in contact with a woman named Summer for the past few months. We both had been through rough break ups and were seeking a friend to listen. With our difficulties and troubles we had grown used to leaning on each other's support and understanding.   We had spent so many nights talking on the phone, texting,   crying and consoling one another, a deep connection between us grew. If i didn't hear her voice I felt like the world w...

Following my encounter with Jerry I spent my private time dressed fully. I would go to my college classes with girly underwear and with that pink buttplug in.
I started feeling more comfortable being a sissy while I was in the city for school. I was taking more risks dressing under my street clothes more often. Going out and hoping to be caught more often. I wanted to run into David again. He was very sensual while being dominant and that turned me on....

Chapter Two: The Trannies' Club
"I'm not interested in sex," Dr. Scott scolded me coldly. "What I'm interested in is how you felt when you were in his arms, before you even undressed."
I missed a beat. She was witty and razor-sharp.
"There was a moment when I felt like I was melting in his strong arms," I admitted....

It had been a week since everything changed.
A week since Lina's body had started transforming and a week since they first crossed the line from curiosity into something deeper, something neither of them had words for yet.
At first, she was shy about it.
The way she tugged the hem of her hoodie down over her hips, the way she avoided his eyes when he touched her... Jason remembered every detail....

Alexa strides down the hallway in her glittering black dress and knee-high boots, guiding her beautiful girl, Irina, toward the surprise she plans. She admires Irina's brunette locks shimmering on her feminine frame under the dim hallway light.
A warmth surges through Alexa's body as she admires her creation, Irina's feminine transformation. Her thin black lace thong, wedged between her lips, moistens with every step....

"Fuck me, you've got to be kidding," I mutter under my breath, jabbing at the elevator buttons like they owe me money. Nothing. Dead. My heart's racing too fast for this late-night bullshit, the office silent as a goddamn graveyard. It's after hours, and I'm stuck here with some sweaty dude who looks like he's about to drown in his own shirt. He's mid-40s, I'd guess--overweight, soft around the middle, with a receding hairline and a beard more salt than pepper. His white button-up's crumpled to hell, half-u...

"Did you get anywhere with that black babe the other night?" my friend Matt asked me the next time we were together after he had seen the beautiful Destiny take me home from the bar.
"I doubt it," said our other friend Craig, "Can you imagine Logan not striking out with a woman?"
"Actually," I jumped in, "It went pretty well."...

I was fresh off of my breakup with Mandy.
We had dated for a long time. Four years and some change actually. Pretty much all through high school and the first year of college. We had a lot of firsts with each other and maybe we were in love, but in my horny college mind all I wanted to do was to try my luck at chasing hot sorority girl tail....

Our flight to Las Vegas ended all too soon. I was really enjoying flying business class with my 'daddy' James. I had two drinks on board and was feeling slightly tipsy. James and I had a lovely conversation about life and aspirations the whole way. He's a lovely man, a devoted father of two teenagers and a good husband - except for secretly bringing a pleasure boi on his business trip....

Andreas trained daily with his sword. Even when the young king told him he was plenty trained and he should spend more time by his side, the knight knew that he had to hone his skills every day. If he let himself get lazy and sloppy, there was too high of a chance his king could be killed. An added benefit was he could see how much King Euan liked to stare at him while he worked....

Wren was still healing from the piercings. His nipples were sore and puffy most of the time, and he had to remind himself that the ugliness was part of the process. Soon the scabs would start to lessen and he would have rings put in place instead. It didn't take very long for the tattoo to heal. After the film came off his skin, he had to take it easy for two weeks-- partly to avoid irritating the skin, and also to avoid excess bathing. He wasn't allowed to get the tattoo wet, and Master was very stern abou...

Flannery still needed her space. She wasn't one to change overnight, or maybe never. So we'd get together every two weeks or so, on a weekend. One Saturday night, after fucking twice over the space of three hours, we were so tired we slept together again. But that was the exception.
We still loved to eat out and go hiking....

SOMETHING ABOUT WINSTON
It's been somewhere in the back of my mind all these years, but I've just begun to figure out the significance of the event. This is not one of those stories where people recall things from the past, things previously experienced but largely forgotten. I'm not referring to catastrophic events, like being caught in a flood or seeing your mother shot and dying right in front of your eyes, or a schoolgirl's tale of incest with a close relative that she's forgotten until some hypnotis...

Yours Truly, Jackie Dollar: The Dillon Matter
by Amanda Sadie Moss
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*Single Ladies rings out*
"Huh, damn, huh? Ah fuck. Jackie Dollar."
"Jackie. It's Mallory Fuchs. Litchfield Casualty. I need you pronto."
"Damn it Mal, I was literally having a very horny dream. I was riding black cock until dawn. What the hell do you need to interrupt me for?"...

Brendan didn't hate his job, but he wasn't enamoured with it either. With all the changes going on in his life, work just wasn't a priority right now. It was a source of income and nothing else. He wished he could go off-grid for a couple of weeks and lie on a quiet beach to clear his head, knowing his position and salary would still be waiting for him when he returned, but he knew that wasn't possible....

*disclaimer*
I'm reposting this series after having it removed more than a year ago. This is an updated/edited version of the original series.
This is entirely a work of fiction, all characters are over 18 years of age.
You will get more out of this chapter of the story if you this story's series:...

****This is Chapter 4 of an ongoing series about a middle aged guy having a fling with the 21 year old trans daughter of a college buddy. I think it can be read as a standalone but I don't go out of the way to add call backs or context, assuming that most people will read the first two prior to this one****...

Most of what I write are true events from my past, lucky for me most occurring in a time before video surveillance and camera phones. As a man who lives life as a man spending a decade married to a woman and having multiple girlfriends before, after, and during my marriage I have never been able to stop Crossdressing for any length of time so when I do dress up I turn into a slut....

Sondra and Frank got married quietly; they were both happy to not make a big deal out of it. What was a big deal was their whole demeanor about life. All of the people at the hospital said they both had a vibrant look, as though they were transformed somehow. Actually, they were transformed. As they joined a health club and worked out together, they cooked together, they did house projects together, and they had to spend an hour a day enjoying each other's bodies....

Ben's eyes became wide in terror as the corridor's clearly audible footfall and muffled voices got louder. Their bodies still linked in the most intimate manner as the prospect of discovery crept ever closer, he stayed paralyzed, impaled on Ava's absolutely huge member. Sweat beaded over his forehead, not from pleasure but from the growing tide of total horror; his heart thumped against his ribs like a caught animal....

From three floors down, everyone in the Westinghouse Girls Dormitory could hear the walls echo with moans, the floor jump and quake, and the distinct rhythmic thumping of a solid oak bed frame smashing against the wall and the creaking of the struggling wood against its occupants. An especially loud squeal of pleasure caused several windows to rattle, tiny splintering cracks began appearing on several that were too weak to withstand the high pitched echo....

Author's Note: This is the 10th and final part of 'A Boy Named Willow.' If you find LGBTQ+ themes offensive, you should avoid this story. All characters in intimate situations are at least 18.
This story is fiction. All characters are just figments of my imagination. If I have used an actual place as a setting, I have fictionalized the details to fit my story....