transsexuals stories and histories

"You've got really nice bone structure" Cheeksa smiled as she rubbed on the foundation, covering the sun tanned skin of a lifetime of field work with a thick layer of the creamy goop. Chris hated this, he hated that he'd lost a bet, he hated that he'd lost his fantasy football league, and most of al...

I've known about 15th Street for a while. I know Sunday is Tranny Night. It's the start of a week's vacation. My Saturday was just so fucking boring. I venture over.
I'm looking around the bookstore. Some nice dildos here. I'm male. Age 36. Bi, I guess. I really like trannies. Crossdressers who are ...

I slept late on the Saturday morning, knowing that I had no other plans than finding a way to pamper myself on my last full day in Vegas. My legs felt a bit sore, probably due to all the uncomfortable positions I was in the previous nights. I took a quick shower and wiped off the remaining bits of t...

The Severance Package 2 - Hitting the Road


A Short Story by J. K. Ermon (jokermon)


This is a work of erotic fantasy fiction for the entertainment of adults only. Everything in this story is imaginary and is not meant to represent any real-life people, events, or medical conditions. It contains e...

I let out a sigh of relief as I closed the door to my dorm and pressed my back to it. I played with my dark brown curly hair and adjusted my glasses before stepping further into the dormitory, where I could hear my dormmate, Dylan huffing to himself.
I'm a short and curvy 20 year old None-binary wit...

CHAPTER 1
NEW RULES
Irina and Alex met six months ago in a twist of fate. He was a young, hungry-for-success intern at a law firm. She was a very successful lawyer, and much, much more. He was in his twenties but looked young, as he was short, slim, and had very little facial or body hair. She was a...

Later that night, the Syke family limo eased to the curb outside Cassidy's apartment building. Manfred cut the engine and pulled the keys with a heavy sigh of hesitation.
"You don't have to go in." Cassidy kept her arms folded as she gazed up at the dimly lit window that led to her room. She sat sol...

This story was written for the 2025 Literotica Geek Pride Story Event.
I started with the Geekiest thing I could think of, Magic The Gathering, but that game doesn't seem sexy to me, so I made the trading cards the players naked bits. That was better, but powering the game with orgasms and making th...

Sparks 01
Hey everyone, hey guys, I'm Sparks, formerly known as Kenny Kenward, I'm 19 right now and I would have chosen a different name as my fem lifestyle tendencies grew, but due to a wild experience at Camp Gotcha several summers ago, I ended up being known as and referred to as Sparks. Sparks f...

A Short Story by J. K. Ermon (jokermon)


This is a work of erotic fantasy fiction for the entertainment of adults only. Everything in this story is imaginary and is not meant to represent any real-life people, events, or medical conditions. It contains explicit futanari (hermaphrodite) content. If ...

After our reunion last night, I awoke early to get prepared for my plan. I was up at 4 am. to pack a backpack and gather some things for the day ahead. I was dressed and about ready to set things in motion. I gently sat next to my gorgeous lover as she slept peacefully in my bed. I almost didn't wan...

­Chapter Tags: Handjob, Facejob, Blowjob, Fingering, Futa on male sex, Lifted Missionary Po­sition, Standard Missionary Position, Kissing, Breast Play, Sex while on phone, Teasing, Facial, Taking Pictures post-sex
"I will take that as a yes." She picked me up, my legs hanging down, and carried me to...

Author note: This is my entry for the 2025 Literotica Geek Pride Story Event.


It was absolutely the strangest date I'd ever been on.
"I, um, read your, uh, fanfiction?" I said, the rising intonation at the end indicating my confusion.
Opposite me at the low wooden table in the corner of the pub, t...

Ingredients list (mild spoilers):
2 cups cosplay shenanigans
1 cup cis-male/non-binary sex
1 cup crossdressing and gender play
1/2 cup exhibitionism and being watched
2 tbsp gratuitous costume descriptions
Many thanks to Actingup, YmaOHyd, and SinclairGroupLLP who each provided invaluable brainstorm...

~ a femme/butch story with butch girlcock and cockwarming...

Moving into Selena's mansion could not have come at a better time. Frank could work from home, and Sondra easily got work at a close urgent care clinic.
Life was good. An hour (at least) of erotic delights every morning. After 7pm came several more rounds of pleasure, leaving Sondra pleasantly satis...

My name is Naomi. Or at least, that's what people call me. I've never been a fan of my name, but I can't quite pinpoint why. It's alright though, I'm used to things not making sense. I live in a small town where nothing ever really happens. It's always a surprise when we get someone moving here, and...

**Author's note** This is my first attempt at a story, and I don't know if it's any good. It may be a little slow starting, but the sex eventually occurs. If it gets a good response I will continue the story.
As someone that likes to travel, I have many fond memories of different trips I have taken....

This is a continuation of chapter 1. All characters are over 18 and are consenting adults.
I laid there gathering myself. Thinking through everything that just happened. The last 24 hours had been a whirlwind.
Derrick was standing up talking to Tyrell. I watched intently as his big black cock, now s...

This is the 8th public chapter of a (currently) 18 part story, detailing Sasha Sucklove's Sissy School.
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The legend of Ethan was repeated in whispers down every new class. Who knew how much of it was real, even if the basis itself was true? It had...

Authors Note: Bit more spice from here on out! Hope you enjoy. My next chapter might take a bit longer to come out since I will be a bit more busy in the next week.
--CHP 3 START--
I woke up the next morning, still in my lingerie, snuggled in with Vivian in her bed. Both of us dressed sexily in our ...

Today was my wedding day. I stood proudly at the altar in front of our friends and family. Cody had graduated from the sissy academy this morning and by this evening she will be officially mine. It hadn't surprised her when she failed her government mandated masculinity test. All the other boys in h...

The new feelings Hunter is feeling are both strange and sensational. The way the skirt feels on his now hairless legs and ass flows much better than before. The thong in his ass feels both less annoying and more stuck up his ass at the same time. He still dreads walking in heels. His normal walking ...

Chapter Tags: Seduction, Kissing, (sort of) lap dance, Skinship foreplay, Sweet spots
I walked upstairs and heard my two sisters talking. "Seems like both of them are in Chloe's room." I shrugged to myself. "Do you like her?" said V. "Yeah... Haha." I heard Chloe's cute voice as she giggled.
I enter...

The sun was already pouring in the window of the bedroom when I awoke to a very pleasant feeling in my balls. I was still in the process of waking up fully, when I looked down to find Jules with her lips wrapped around the hard shaft of my cock, head bobbing up and down and trying to fit as much of ...

I'm about to finish "freshening up" but my wig is definitely not cooperating. Its a cheap party wig and it looks it. Oh hell it will have to do. I splash on some mango scented body spray from Victoria's Secret. I pucker up my lips in the mirror. The lipstick is my only makeup now. I need to be sure ...

The two young paramours could hardly keep their hands from each other as they eagerly made their way up the many flights of stairs to Samantha's assigned dorm room. Westinghouse Girls' Dormitory was near the edge of the southern campus and was notorious for being set aside for some of the more afflu...

The next day at work, I could barely concentrate. Thoughts of my date with Danielle that evening were uppermost in my mind.
The night before, she and I had been more than a little casually intimate; we had kissed--and not just kissed, but kissed passionately. The kind of kiss that would normally lea...

It's not my fault. This guy at the gym always wore short shorts. Shorter than mine- and I'm a girl! It would show off his ass which was comparable to mine and, of course, his bulge. I was sure he was half hard every time I saw him. He had to be.
It was the same as always. The gym was pretty empty. I...

(All characters are 18+)
It was a Saturday evening.
Normally, I spent Saturday evenings alone.
However, this particular evening I was walking ahead of four mostly naked women, to a bedroom, where I would likely be used as fuck meat.
Dreams really do come true.
Two of them I knew already, Nicole and ...