Shemale X Male Stories

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Orientation
Length
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Infinite Scroll

Dr. Landry and Nurse Lisa

by newfield1981 on Apr 17, 2018
Transsexuals & Crossdressers

This story is a spin-off from the "Neighbors sissy son" series. Though it stands alone, it will eventually cross over with NSS. SPOILER This series falls in the transsexual crossdresser category for the first story. There will be very little in the way of men participating in gay sex. This series will sometimes revisit this subject. After that it will be ba...

Addicted to Pream's Cream Pt. 02

by Vodka_Jim on Sep 26, 2017
Transsexuals & Crossdressers

Author's Note: I'm sorry it took me so long to complete Chapter 2 of this story. I plan to be more regularly submitting stories. I have a couple more in the works and then will probably come back to the Pream story line. I hope you all enjoy. I welcome your comments. *********************** My heart is beating so hard in my chest that I can almost hear it...

Dark Life

by Samuelx on Sep 14, 2017
Transsexuals & Crossdressers

Kiara looked at herself in the mirror. She liked what she saw. A tall girl with long black hair and pale blue eyes. Her skin was light bronze. She stood five feet eleven inches tall in her bare feet. She had just stepped out of the shower and finished drying herself up. Kiara was a pretty girl and she could hold her own against most of the other females out...

2016 Literotica Reader's Choice Awards Winners

by Literotica on Sep 16, 2017
BDSM

The stories and authors below were chosen by our readers as the best of 2016, in voting which took place here. Though these are not the only wonderful authors and stories on Literotica, they are worthy of praise and recognition. Thanks to all of the writers for providing us with hours of hot reading, and to all of the readers for your input, support, and a...

Pam's Shemale Experience Ch. 08

by majicman21 on Mar 11, 2019
Transgender & Crossdressers

Content warning: one scene with a golden shower... Pam woke with a start. It took her a few seconds to hear her alarm ringing. Next to her, Tanya was still asleep, and further down on the bed, Alex was as well, her head resting on Tanya's thigh. Pam reached over to the bedside table and quickly turned off the alarm. Neither of the other women stirred....

My Journey Ch. 01

by npanxx on Sep 19, 2017
Transsexuals & Crossdressers

I found myself in a midsized college town working on a problem that didn't want to be resolved. With assistance from my co-workers two and a half hours away I was finally able to correct the issue, and system operation was restored. It was late, I was more than three hours from home, and decided I did not want to make the drive. Instead I chose to spend the...

Pam's Shemale Experience Ch. 11

by majicman21 on Jun 1, 2020
Transgender & Crossdressers

Content warning: one scene with a golden shower. "Ah, what a way to start the day," Tanya sighed, letting her cock slip from Alex's pussy. The shemale had just filled it with a load of cum, dribbles of that gift already leaking out. Pam smiled from next to them, at the possessive yet affectionate way Tanya slapped her cock onto one of Alex's thighs and...

Male or Shemale, Still a Slut

by yeaimbored on Sep 11, 2017
Transsexuals & Crossdressers

So this is a 2 part story. Part 2 is strictly shemale and takes place a few years after Part 1. Part 1 is how Brandon became Brenda, although without the "I took bath and did my nails and shaved" stuff because that's not my thing. It's more tranny sex than anything, so if you're only looking for full on shemale skip to Part 2, they're pretty much standalone...

BORG Collective Pt. 02

by bladeday on Feb 3, 2020
Transgender & Crossdressers

Prologue In my first story, BORG Collective. I had stumbled upon a chat group obsessed with Star Trek Voyager. Their interests were the BORG Collective. After two nights of interaction in a chat with ten people, they invited me to a Cosplay party. At the party I could join, I had to swear to serve the needs of the Collective and follow all orders given, wit...

Futas in space

by showmetits on Feb 6, 2020
Fantasy

In this story you're the last known human (and you don't know what you are) who ends up getting it on with a really sexy futa alien girl who also is the last of her kind and doesn't know what her race is. Here you will choose your gender. You can write your own stories threads too. Just look at the writing guide so you can get an idea of I'm looking for. It...

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