Shemale X Male Stories

86,849 results
Orientation
Length
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Infinite Scroll

A Humbling of the Testicles

by fablesofanhedoia on Sep 12, 2017
BDSM

The male was sentenced to fifty lashes upon his bare balls for insubordination to a female. Anhedonia made him stand facing the wall, his palms fixed to its cool surface by tight wrist-locks, his legs forced apart on the ground by a long metal bar which travelled between his two ankles and prevented him from shutting his legs. There he was: nude, displayed,...

My Journey Ch. 05

by npanxx on Sep 25, 2017
Transsexuals & Crossdressers

This is the fifth installment of My Journey. Although not necessary, this story will be more appreciated if you read Chapters 1 thru 4 first. Thank you to all who read my first four submissions and provided feedback. I hope you enjoy reading the story as much as I enjoyed writing it. (And I REALLY enjoyed writing this one!) Please, please leave comments a...

A Chance Encounter Ch. 02

by grover10 on Sep 14, 2017
Celebrities & Fan Fiction

Chapter 2 (Pornstars, Fan-based, Transsexual, Shemale and Female, Seduction, Creampie, Fantasy-based, Masturbation, Lesbian, Threesome, Orgy) Characters (in order of appearance): Julia Ann, Vaniity, Alina Li, Rachel Starr (Non-Sex), Randy Spears (Non-Sex), Elsa Jean, Diamond Jackson, Alura Jensen, Heather Hunter, Simone Sonay, Venus Lux, Brandi Love (Non-Se...

Fetish Pro Wrestling Ch. 02

by VexingVanna on Jan 28, 2020
Fetish

Authoress' note: Thank you all so much for the reviews and comments! This is meant to be an intersection of story and sex, with "real" and meaningful characters, both "on-screen" and "backstage". Think of this like an episodic multimedia show, kind of like if WWE seamlessly blended Raw or Smackdown with Total Divas and a "reality" show backstage. It's not al...

Pagans Revenge

by JaxRhapsody on Nov 16, 2020
Erotic Horror

"Those fucking Sorority girls piss me off, flaunting themselves... buncha whores. Especially that head bitch; Heather," Taylor gripes. "High school was a long time ago, We're in college, it's like a new life," Jack replied. "Yeah but she always made my life hell. Made me an outcast and either stole, or cock-blocked any guy I was trying to date. I can get e...

The Nightmare Is Always the Same

by Redbirdfree on Sep 12, 2017
Transsexuals & Crossdressers

The nightmare is always the same. "Get up!" A voice pierces through the ringing in my ears. "C'mon Mike! For fuck's sake, wake up!" My eyes flutter open. The ringing in my ears starts to subside, replaced by deafening gun shots. "Listen to me Mike!" The man kneeling above me screams frantically. "You've been hit son, right in the fucking stomach. Those fuc...

The Gauntlet Ch. 02

by mondotoken on Aug 31, 2017
Erotic Horror

**All teens in this story are the legal age of consent.** ***** Billy made sure to stay in highly populated areas where Holly and her friends wouldn't be able to easily get to him without being seen by teachers and security. Nothing happened in the early parts of his day bolstering his ego a tiny bit bringing a little bit of ease to his day. He shared an a...

Harriet's Liberty Ch. 02

by Sputnik57 on Sep 15, 2017
BDSM

Harriet's only social experiences had been through verbal intercourse with customers at the library, and from a servile perspective, but her confidence grew by the minute as she entered the inn; the males at the meet would expect her to be in command after all. Her cunt tingled as she strutted in and looked around for a sign which would show her those others...

Parallel Dimension Dating App

by TheNextGamer on Mar 27, 2020
Science Fiction

To: [email protected] From: [email protected]%^*&)%)).net To whom it may concern... You're probably wondering why you've been sent this email. You've deleted it several times without reading the contents and tried numerous times to get our email address on the spam list. Heck, you even tried to change email addresses once or twice now. There's...

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Club Venus Paradisio Ch. 02

by Sputnik57 on Sep 14, 2017
BDSM

Madeline teased her cunt as she enjoyed a shower in the accommodation which seemed to have an erotic personality all of its own, but resisted the urge to bring herself off again, she wanted to remain nicely aroused when sampling the atmosphere at dinner, excited at the prospect of the indulgences to come. The warm sunset glowed through its windows, illuminat...