Shemale Piss Stories

702 results
Orientation
Length
Category
Source
Infinite Scroll

The shemale principle

by UnholyFortune on Jul 4, 2015
BDSM

You're going about your day when out of no where you're called down to the principles office! But before you leave your classroom everyone goes "Oooooo" This kinda annoys you. On the way there you start to get the need to piss. And you wonder if you should go or not.What's next? Take a piss Add a new cha...

My Shemale Husband Ch. 02

by Janice1939 on Sep 15, 2017
Exhibitionist & Voyeur

I married Elisabeth months after my 23th birthday. To prove that I would not be as abusive as her mother's husband had been, before the police had removed him from their home, Elisabeth expected me to serve her mother and older sister married to a baker naked. I had begun to protest but thinking it over it had excited me. Coming from a very religious family...

A Shemale Shock: A MILF Falls

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Mom catches her daughter with a teenage shemale and.... Note 1: This is a Nude Day 2017 Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, and David for editing this story. I was having a bad day. I'd spilt coffee on myself on the drive to work. I'd gotten a rip in my nylons. And I'd forgotten my notes for tonight's intervi...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

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...

A Transforming Invention

by TransforMaster on Jun 1, 2016
Humor & Satire

In this story, somebody comes across a transformation device. This device allows the user to transform themselves or anybody else into anybody and everything. First choice is... What situation does this story start out with?What's next? Sara, a 24-year old student Sexy girl on a sofa! Two naked women(?) in bed Kate and Her Iffy Shapeshifting Chamber You are...

Wendy Wallin

by Musictaker on Apr 22, 2025

My name is Wendy Wallin and I am a Shemale. I've always been a bit on the heavier side and not just my ass and titties. Calling me chubby in high-school would have been generous, and oh boy were the girls of an all girls high school not kind to the only Shemale and person with a penis in the school. After everyone saw me pop a stiffy during gym class being c...

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...

Chen

by spitzharder on Sep 14, 2017
BDSM

Chen, a beautiful, olive skinned, Israeli, Shemale was the owner manager of an underground club called 'Weals and Squeals', which encapsulated the nature of its customer's interests. The lesbian clientele were of all ranks and walks of society, the fees were high but then so were the scale of desires. A lesbian mistress used to bring a nubile naked young...

The Green Plague

by ScumDumpster69 on Nov 18, 2019
NonHuman

Author's note: Hey, this is my first time testing the waters of fantasy writing. It's a story about a feminine boy and a large, hulking shemale orc, during an ongoing war between orcs and humans. WARNING: Contains non-con. There is also a gore scene early on in this chapter, but it's not related to sex in any way, and doesn't involve any innocent or undese...