Sissy Fired Stories

33,497 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

Lonely Man Becomes a Sissy Ch. 02

by rebeldoll on Sep 13, 2017
Transsexuals & Crossdressers

I awoke groggy and confused. I normally wake up in my nice queen size bed. I didn't know where I was. I had had the craziest dreams of me being a woman and getting me ass beat and fucked. Then I realized that it was no dream. I was tied down, my arms in front of me, I was on my stomach, my ass stuck in the air, something holding my feet spread apart, and I s...

Not Sick Maid In Heaven

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

Many years ago my Mum worked as a bridal consultant for a well-known wedding dress shop. One day to get off College so I could bunk rugby I complained of having a stomachache. The situation was ridiculous. I'm a young man of 19 who had volunteered to continue with my education and study accounts so why the authorities insisted I had to do Rugby as part of th...

Moon Probed at Hen Party

by Cumfusion on Sep 13, 2017
Transsexuals & Crossdressers

Honestly I had no idea all these things were going to happen to me. Perhaps I was just innocent but maybe when you read on you will be forming your own opinion about that. I guess it was something I couldn't talk about at school, it's just that I get aroused by my own body. I was kind of aware that my bum was bigger than the other boys but when I progressed...

Afro Stress Relief Ch. 08

by llts1970 on Nov 11, 2019
Transgender & Crossdressers

It was Monday evening, again, and I hurried home from work to get ready for my shift at 'Babes With Asstitude' (BWA). My new Afro-boyfriend, Drake, rang to chat about our new venture as soon-to-be Brothel-keepers and tell me not to work 'too hard' on my shift as a whore at Drake's uncle, Leroy's, place, BWAs! Drake wanted to come over but I said I wouldn't b...

The Descent Ch. 03 - The Show

by pantywriter on Sep 28, 2020
Transgender & Crossdressers

She jarred me awake, destroying arguably the best slumber I had ever had. "Wh-what?" I managed. "Darling, you must get up, it's five AM and I have no wish for you to see me like this, yet," she softened her words. I blinked and rubbed my face with the palm of my hands. Sitting up still wearing incredibly sexy lingerie nearly made my clitty rise, but her...

The Alchemy of My Remaking

by pansgarden on Sep 16, 2017
BDSM

THE ALCHEMY OF MY REMAKING: YELLOW INTRO: The Code: Yellow is the color of trust Orange for royalty Red for lust Brown for the richness of the earth, coffee, cocoa, and crude oil There were sophisticated ladies and there was Lady M. Everything about her was out of a fifties Hollywood movie. She used a long filter to smoke cigarettes. She wore long glo...

On Your Knees Ch. 09

by JinkiesFarie on Sep 16, 2017
BDSM

*Note to readers: Changed Victor's last name to Frost* Victor awoke groggily on a cold, hard floor. His memory was a blur to yesterday's events, when he first came to he thought he was on Nicole's floor being punished. The air was stained heavily of piss and booze. His body ached all over, his head throbbed in particular. He struggled to sit up, only man...

The Homosexual Sissy Wife

by jakladd on Sep 14, 2017
Transsexuals & Crossdressers

I love being the one for you, the one waiting at home for you while you are at work. The house is immaculate. My time at home is spent making everything perfect, especially me, your gay sissy wife. Gay does not aptly describe the level of homosexual submission I have towards you. Being femme and sexy for you is my constant quest. I spend hours at our home gy...

A Sissy Boy is Made

by lusty Vamp on Sep 12, 2017
Transsexuals & Crossdressers

Edited by goamz86 For those interested this is an in-depth background story of sissy boy Greta who was introduced in Chapter 8 of Black Mistress-White Bitch. Please, if this scenario offends you please find other material to read. * By any measuring stick Greg Martin was a wimp, and a very submissive wimp at that. His wife of 14 years, Jaclyn, had discove...

Somali Hijabi MILF Doctor

by Samuelx on Sep 12, 2017
Erotic Couplings

Alright, I might as well confess at this point. I've got a thing for "mature" Somali women I see walking around wearing the Hijab and those traditional long skirts they wear. Every time I see one I get an instant boner. There, I said it. So why don't I feel better? As I sat inside Dr. Fawzia Hassan's office in downtown Ottawa, Ontario, I felt frustrated like...