Shemale Pissing Stories

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Sexy Black Boots

by latexdoll on Apr 8, 2007
Fantasy

While walking through the local mall you suddenly notice one of your fellow coworkers coming toward you and not wanting to deal with this obnoxious jerk you find yourself quickly ducking into the next store you see to get out of sight. With out even paying attention to the store you find yourself walking all the way to the back of the store to get out of sig...

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Making Francesca Ch. 01

by Spango on Sep 12, 2017
Transsexuals & Crossdressers

Author's note: I originally posted this story on another site under the title "Kidnapped and Sissified" a few years ago. I have decided to pull it out, dust it off, do a little editing, slap on a new title that I like better and share it with you fine folks here. Enjoy. Frank was an ordinary guy in his mid-twenties; of average height and build, loved col...

Anal Fuck Toys

by RedragonLite on Jul 12, 2020
Fetish

Join the CHYOA Fan Server and discuss this story and many more with the community: https://discord.gg/DQn3bVH If you want to support me and my work, please check out my Patreon: https://www.patreon.com/redragonlite This is the first and last chapter out of context. Here the premise will be explained, and all characters you may choose from are listed, each...

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Peggy the Pegger Pt. 04

by FreakyBiFantasyGuy on Sep 19, 2017
Fetish

All characters are 18 years old or older. This is a work of fiction. ***** Peggy the Pegger Part 4: Pee Party We all have our kinks. Be they anal, domination, BDSM, humiliation, feet, pee, toys or anything else, they need satisfying. And that's why, one day, Peggy and I set about finding all our kinks; and what better way to find them than by trying eac...

More Than a Lady

by danielblue on Sep 14, 2017
Transsexuals & Crossdressers

Doctor Carter surveyed the gathering of ladies before him. Something wasn't quite right, but he just couldn't put his finger on what it was. He had been invited to speak on Female Reproductive Health but the women before him were neither the charity-driven older matrons nor eager young housewives that he expected. They were gathered in the private function r...

Misogynistic Man Owned!!!

by Ovid71 on Sep 12, 2017
Transsexuals & Crossdressers

You're sitting in a bar with his friends, talking about how there is this rumor that a pack of women are going around raping unsuspecting men. You all talk about; how all the men who were victims don't ever talk about what had happen that night, nor do they give any details. You say... "I can't believe it", I would tell everyone if I had fucked that many wo...

Swinger's Paradise

by DickThePimp on Mar 26, 2019
Celebrities & Fan Fiction

Pure Depraved Hedonistic Sex Parody Hedonism is not for everyone. Open sexual boundaries lead to pure sexual bliss. This is a look into the world of sexual exploration with no rules. I'm a hedonist. I'm all about seeking out my pleasure, at all times. Join me and my perverted crew as we explore an open sexual world. Welcome to... Swinger's Paradise... "Bab...

Crystal, Meth and Me

by MrStaggerLee on Sep 11, 2017
Transsexuals & Crossdressers

Author's note to the reader: The objective writing this story was to capture a really seedy and sordid encounter involving a few men and a transsexual prostitute. The story is sexual in theme and could be considered erotic by some, but it's also pretty dark and bleak. You have been warned... I wasn't sure I remembered the last time I had seen Crystal stra...

The Fine Print

by smothermeplz on Sep 16, 2017
Transsexuals & Crossdressers

How did I get myself into this position, I wondered to myself. I couldn't say it out loud, with the large and uncomfortable O-Ring gag in my mouth preventing any sound except a gurgle and some drool. I was strapped down to a long bench, face up. My hands where cuffed together underneath the bench, and my ankles cuffed to the leg at that end. I had several st...

A Strong Man at Work

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

In life, some people seem to get pleasure out of pissing others off. I think you know what I mean. We've all been there. The first time I laid eyes upon Joan, I thought she was a low-class, boring and obnoxious person. Where I come from, people like that are pretty common. Who am I? Stefan. A tall and fairly good-looking Black man in his early twenties. My e...