Story Jail Faggot Ass Stories

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Village People Reject

by flying_nugget on Sep 13, 2017
Humor & Satire

Okay, this is very strange, but it turned out a tad bit nicer than expected. The night before Valentines Day, I was be-bopping down the highway and speeding like I normally do. Well, I had to get home as quickly as possible because I had to get to work very early the next morning and it was already like 12:30 at night. I had just been shopping and stopped b...

I Admit I Was Speeding

by Cute Little Thing on Sep 16, 2017
Transsexuals & Crossdressers

I admit that I was speeding, when the cop pulled me over. What can I say, I was rushing to get home. I get that way when I have panties and a bra on. But let me start at the beginning, because this is a long story. It was a Friday night and I had been saving up all my courage for a month, since my girlfriend had told me she would be going out of town for the...

Brian's Sleepwalking Adventure Pt. 07

by SirBosk1 on Sep 15, 2017
Novels and Novellas

This story is based on what may be an urban myth from my college days. A fraternity brother told me about the incident after my own adventure, described in my story "Pledge Class Payback" so I believe it to be true. When I asked about it, no one could remember the actual names or years or the fraternity. However, it fed my imagination and inspired me to writ...

The Restroom Deity

by justincbenedict on Jul 30, 2019
BDSM

Everyone in this story is over 21 *** TOMMY, TOILET BOY I'm Tommy. I hang out in the rest area-the bathrooms-at Lennox National Park. Not the john where the families and nice people go to, but the other one, near the highway. The rangers call our toilet "The Place Where Time Forgot". They don't even bother to police it no more. It's like faggot heaven, y...

Playing the Part

by Sissysdream on Jan 20, 2020
Transgender & Crossdressers

All people in this story are above 18 or older. This is just a fast story I wrote and don't know if I will do any more on this story. *** My name is Tommy, but these days I go by Tammy. A few weeks ago, I was turned out by my high school bully during summer break and now I am a happy cum drinking sissy. I know I'm getting a bit ahead of myself here so let...

A Slut's Triangle Pt. 23

by Kantarii on Nov 7, 2017
Group Sex

Downstairs, all the chaos and mayhem that Kryss is causing at Brenda's all-girls party is stealing the life from it. Despite the wind and pouring rain, some of the women make a break for their cars to avoid the drama. Most of them decide to stick around and keep partying, thanks to Sheila. However, the women fleeing the kitchen warn the ones on the back porc...

Slave Ch. 06

by slaveheathen on Sep 25, 2017
Fetish

Note: Fetish story involving a bisexual submissive man doing bisexual submissive things. If you enjoy such fun, read on! Comments and constructive criticism are welcome. Let the nastiness continue... Chapter the Sixth Mistress led me in to one of the bedrooms. I was looking forward to four hours of sleep. I was beyond exhausted at that point. I started t...

Arabian Nights Ch. 01

by kayla_femboi on Sep 14, 2017
Transsexuals & Crossdressers

I was in Dubai for business. I was essentially a salesman for a company that specialized in medical equipment for hospitals. Nothing terribly exciting, but the pay was decent and I got to travel quite a bit. I wasn't cruising around the world in first class by any means, but the companies would put me up in hotels for the trip. I loved this since it gave the...

Misadventures of Mishi Ch. 02

by scatwoman on Sep 16, 2017
Fetish

(See the "XXX-Women" series, "Luke Powers, Black Master" series and "The Perils of Greggie-Poo" for more Mishi action!) Note: For some inexplicable reason, I wrote this one in script format... :/ Note 2: The creature named "Satan" in this story is *not* a dog. He is a Hellhound, a sentient, other-dimensional demonic companion of Mishi's that she met during...

Jailhouse Faggot

by nancyvasquez on Oct 14, 2017
Anal

Before I got sent to the joint I spent over 6 months in county jail. The jail was old and they had old fashioned cells with bars. The cells were small, 4 bunks in each cell. I had never been in jail before and I was scared and it showed. I was young, slightly built, and timid as hell. The cellblock I was housed in was on the 4th floor. There were two sides...