Trans Roommate Literotica Stories

351,621 results
Orientation
Length
Source
Infinite Scroll

Queer Control

by Ellarose on Apr 22, 2025

Write a queer character in control of those around them. Mechanics of said control could be anything, from realistic hypnosis to magical powers. When you create a protagonist, they should have a coherently queer identity (gay, bi/pan, trans, non-binary) and also have a coherent amount of control. Power sets should hopefully not change dramatically all the ti...

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Why I Prefer Sex Work to Dating

by ShyTammy on Sep 17, 2017
Non-Erotic

First off I want to apologize for not posting anything. Emily and I are working on the next chapter of her story and I still have it on my desk to finish the "Our Secrets" series. So hopefully you'll have something new to read soon. In the mean time I wanted to get this out there. So it is the morning after Christmas when I started this and I am feeling so...

You Too?!

by dreadknots on Oct 12, 2020
Transgender & Crossdressers

Janice didn't know WHY her roommate had to work out every day, but it aggravated her to no end. The pandemic had shut down all the gyms, meaning the 6'2 goliath had to use their shared living room as a personal workout space. He was usually thoughtful enough to clean up afterward. Usually. But the scent of sweat lingered in the air for hours afterward. "48....

Roommate's Surprise

by Eroreader55 on May 21, 2019
Transgender & Crossdressers

My name is Tom and I recently moved to a new city after graduating from college. I'm 24 and I didn't know anyone in my new city so I was looking online for roommates. I tried to find a guy roommate but had no luck finding someone who was clean and fit the bill for what I wanted. I work in the medical field so I am on 12 hour shifts and I needed someone to ac...

Wishful Dorm

by anonquack on Apr 22, 2025

Edit by F. Mannelig: Hey everyone, this wish fulfillment story was originally created by anonquack, who only ever finished the first chapter. A few other authors thankfully added some more chapters in 2015, and added the first twist to the main storyline: the protagonist, (John Doe, a.k.a. "you") gets his wishes fulfilled, but not always as intende...

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Camping Trip

by kmgldb on Apr 14, 2020
Erotic Couplings

I came to visit her the first week she was away. It was hard, her being in college a few hundred miles, but we made it work. Since her roommate didn't feel comfortable with me sleeping in the dorm we decided to go camp for the weekend. I drove up early Friday morning so I could set up the tent, unload, and drive around town a little while she was at work. Le...

The Molly Virus Ch. 02

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

There this absolutely hot girl at the frat party called Cherry. She came with a bunch of hot chicks, but she, she is something else the classic blonde with these huge tits that have to be implants, they're too big, too firm for her to be going braless but those nipples are poking through amazingly. I dance with her and she has me so turned on my balls hur...

The Molly Virus Ch. 04

by Sissyhalo on Nov 14, 2017
Transsexuals & Crossdressers

*Jackie... I used to be called Jackson and I had Jeri as my roommate and she or I thought at first was transitioning. I was never much into being a homophobe and stuff so it was just me kinda leaving things alone. Until Jeri and I started fucking. She's really fucking great in bed too and it was pretty hetero too with me the guy fucking this trans black g...

Kathy and Surprises Ch. 01

by LorenzoAbajos on Sep 19, 2017
Transsexuals & Crossdressers

Graduating from high school at eighteen I was off to college that fall. I was going to a community college in the nearby city in preparation for going to a more prestigious institution. My name is Greg. My grades had not been that great. I was more interested in girls than school and had made the attempt to work my way through all of the girls in high scho...

Working Out Issues Ch. 11

by blake1 on Dec 30, 2019
Transgender & Crossdressers

"You're so good with your fingers," I cooed. Cara smirked, "Yeah. It comes with the territory." She continued plucking away at her bass. Her fingers danced confidently up and down the fretboard as she played, filling the store with deep rhythmic music. I watched her in awe. We had been going out for almost three weeks but it was still hard to get over jus...