Sissy Fired Stories

33,497 results
Orientation
Length
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Infinite Scroll

Jamie Becomes Herself Ch. 01

by heavyandhorny on Sep 14, 2020
Transgender & Crossdressers

It was almost midnight and my computer was flashing bright images in front of my eyes. The screen showed cocks, and porn stars and suggestive words overlaid together to make me fall into a sort of trance. The hypno continued to play and my little cock grew in my hand, my balls were contained by the panties I had pushed down. I rubbed my 4 inch cock harder an...

Seducing Kevin Ch. 01

by Spango on Dec 2, 2019
Transgender & Crossdressers

(This story is a follow up to my story 'Pizza Delivery') *** Dear Internet, It had been a few weeks since my encounter with, as I like to call him, Pizza Daddy and I was looking for a new adventure. I briefly thought about cruising the local parks at night or finding a glory hole somewhere (giving, not receiving, of course) but Pizza Daddy's warning about...

Scorned Bitch

by lyzunchik on Sep 16, 2017
Transsexuals & Crossdressers

"I'm assuming this is not entirely business," I asked Rod when I meet him for drinks after work. He's a fellow businessperson and we collaborate on some projects. I provide technical and consulting services that augment his contracts with various businesses and government agencies. "No, not really, but I thought it an appropriate segue to get you here fo...

The House of Fabulous

by thrillerauthor on Sep 11, 2017
Transsexuals & Crossdressers

Effective January 1, 2004, Assembly Bill 196 amended California's Fair Employment and Housing Act to prohibit discrimination based on a person's perceived identity, appearance or behavior, even if they are different from a person's sex at birth. AB 196 is primarily intended to prohibit discrimination against employees who choose to dress like the opposite se...

Find the Cheerleader, Save the World

by Sissyhalo on Sep 16, 2017
Transsexuals & Crossdressers

It started with my brother Holt. A year younger than me he's...he's turned into a fucking cuck sissy faggot. I'm serious and I'm not just spouting off. Holt's always been a dense guy but this...he starts hanging with this loser from high school and I mean a loser. AV club, geek stuff, nothing in Holt's yearbook that said anything but loser, geek and loser...

Falling into Being a Sissy

by Sissyhalo on Dec 12, 2018
Transgender & Crossdressers

My name's Sonny and well life's been pretty damned golden for me. I used to be a hockey jock in high school and was a defenseman so I was kinda big and tough and had all the usual good stuff going for me. Middle classed family, decent money for all of that, lots of high school pussy and even more in college. Being a jock in college doesn't prepare you for...

The Vacation from Hell Pt. 01

by JamesMiehoff on Nov 27, 2018
Erotic Couplings

Copyright (c) 2018 James Miehoff, All Rights Reserved. This work may not be published whether for fee or free without this copyright. --------- This is one of a series of stories set in what I call Universe-J. Universe-J is very much like this universe with a few exceptions. First the people tend to be a little more sexual and less hung up on sex that...

Jennifer Monroe & the Ladies Ch. 02

by corduroysissy on Jan 14, 2018
Transsexuals & Crossdressers

Everyone stopped. The ladies all looked at Jennifer with their mouths hanging open, and Debbie just stood there mortified, not believing what he just heard. "Do you not speak English bitch, I said get the fuck out of here right now. That's your punishment." He didn't move. "Oh, are you feeling sorry now Tinkerbell, well tough shit, beat it, bye-bye." De...

The Suitcase Ch. 02

by SissyGeorgina on Sep 19, 2017
Transsexuals & Crossdressers

Part 2 is here! Hope you enjoy. More to follow ASAP. ***** I couldn't quite believe my situation. I was standing in my boss' office, wearing a camisole, a pair of pretty pink panties, suspender belt and stockings and he'd just cuffed my hands behind my back. I thought my clitty was going to explode, it was so hard! He ordered me to spin slowly and I compli...

The Suitcase Ch. 01

by SissyGeorgina on Sep 19, 2017
Transsexuals & Crossdressers

Enjoy the story, more to come, as soon as I'm able. It all started when I was 25. After graduating with a 2:2 degree in English from Plymouth University, I'd moved to London and gotten a job as a journalist for the Evening Standard. The pay wasn't great, and I was making next to nothing after paying off my rent, travel and living costs. I certainly didn't...