transsexuals stories and histories

Graduation was last week, and the graduation party is tonight. I'm finally glad to be out of that damn school. Turning 18 and graduating was a godsend. Being trangender and living in a small conservative town was hell.
I moved here from New York with my mom to be away from the crazy life of the big ...

The morning sun sliced through the grimy blinds of my fifth-floor walk-up, painting streaks of gold across my pale ivory skin. I groaned, rolling outta bed, my dark wavy hair a tangled mess spilling past my shoulders, sticking to my sweaty neck from a restless night. My tiny apartment smelled of sta...

Tyler moaned as he lay in his bed with his cock in his hand. It was the middle of the afternoon on a Saturday and it was raining. Tyler had woken up with a text from his sissy girlfriend telling him to edge himself before she came over. She had sent him several nudes and Tyler had gotten so very hor...

Part 4
Boy, did we open up a can of worms by having sex for the first time. We were like a couple of rabbits. We made love every time Kenny came over. Mostly in my bed, but I think we ended up doing it in every room of the house. I made sure that when he was there I was always in thigh highs or susp...

Thanks everyone for your comments and suggestions. They are always welcomed.
As usual nobody in this story is under 18 years old.
Cassie woke up in a silky nightgown that Dan had purchased for her. She loved the feeling of the soft fabric against her skin. Dan was sleeping next to her and she could ...

As I think back remembering some of the crazy times and things I've done to dress up in women's lingerie I'm continually reminded of episodes that occurred over the years and how lucky I have been.
One such episode happened over a period of time when I was married to a stunning very attractive woman...

Developmental Generation Ch 1
Growing up was an ordeal. Born premature and underweight didn't help. Plus everyone on my father's side developed asthma and so I had to take medication for that. As a result I was put on pills early in my youth to help me cope. Later, I used an inhaler. One of the side...

I yawned as I walked to the clock out room, quiet footsteps trailing behind me as always. I pushed through the door, nodding at Ken as he looked over his shoulder. The intern nodded back before finishing punching out. I saw the frown on his face that he tried to hide, like he swallowed a bitter bug....

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...

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...

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....

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 sunli...

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 strang...

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...

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 und...

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 ee...

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...

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...

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 ar...

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...

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...

"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 look...

"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 jumpe...

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...

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 teenager...

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 ...

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. Aft...

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 t...

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 ca...

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...