Bully Roommate Sissy Stories

23,222 results
Orientation
Length
Source
Infinite Scroll

A Slow Night in Possum Holler

by oneiria on Sep 16, 2017
BDSM

Professor Walter F. Larsson awoke from his nap with a start. The TV was still on, the silver-haired commentator deploring the most recent depravities in this godforsaken wasteland that his wife of four months called home and in which he had so unwisely chosen to spend his sabbatical.. He heard the sound of motorcycles revving up and then shutting down. His...

Las Chicanas

by AnnabelleRaven on Sep 17, 2017
Non-Erotic

17 year old Alicia Garza lay cradled in the arms of her new boyfriend Tony Torres. Since Alicia and her mom had moved across town before the school year, she quickly became one of the hottest young coeds at the affluent Palm River High School, and she was very interesting in finding a guy that would give her attention, affection, and comfort. Palm River was...

Nature Takes Over

by MistyMorgan on Sep 16, 2017
Exhibitionist & Voyeur

My cuckold boyfriend, James, and I were walking in the woods in the mountains where we were camping. We came upon a couple of hunters who had been in the woods for a couple of weeks. They had been alone all that time and had no pussy for that entire period. They looked at James and said, "Hey there man, you have just want we need, a woman that looks hot an...

Fantasy Ch. 01

by necromonkey84 on Sep 16, 2017
Novels and Novellas

So, one day my wife, Kathi, asked me to write her an erotic story. I have always been good with words and have many sexual fantasies; however it is sometimes difficult for me to put these fantasies down on paper. The truth is, the reason I have such detailed fantasies is because other than my wife, I don't have much experience with sex at all. We have an ope...

Dear, We Have to Talk Ch. 04

by dr13bone on Sep 25, 2017
Interracial Love

My wife, Mindy, had discovered my secret stash on interracial cuckold porn on the computer. Rather than getting mad we decided to explore the fantasy. With each new adventure my wife came closer and closer to being fucked by another man's cock. I knew I could stop it at any time and that was the danger of the game, the ability to stop and not doing so. Now s...

A Revengeful Woman

by Uwantwat on Sep 16, 2017
Romance

This is a tale I wrote some time ago after sitting in my armchair thinking back to some of the people I had met when I was a young man. I had driven taxis briefly but this is not a true story, just a product of my mind. Set in an Australian city. Any mistakes are mine. I must thank my proof reader, she does a great job. Enjoy! +++++++++++++ Talk about ti...

The Making of an Angel Pt. 06

by AngelLawrence on Sep 24, 2019
Transgender & Crossdressers

The wait for Wednesday dragged... I'd gone clothes shopping and had decided on a red silk blouse with an above the knee pencil skirt with my black patent shoes and barely black stockings. I'd decided to go with my bob wig and full 90s style make up. I was looking forwards to seeing the final look and to tasting Zoe's delicious cock! I headed over to Zoe's...

Just This Once Ch. 02

by SecretRaptor on Apr 3, 2019
Transgender & Crossdressers

Being in my senior year, the thought of summer should be my own personal wet dream. Freedom from school, from my family, from my social torment. And maybe 4 months ago it would've been. But I've never been so directionless in my life. And now that I stand on the precipice of escaping and enjoying my adulthood, I'm more miserable than I've ever been. The cro...

Do Kinky People do Val's Day?

by DixitDomina on Mar 18, 2020
Fetish

He did a very good job on her left feet. Eva retracted that leg and stretched the right one out on his laps. He dipped the brush in the paint bottle and continued painting her nails. He had become an expert in female body grooming, thanks to his mistress, Eva, who made sure she trained him well to serve her in every way possible. It was a day before the po...

Kyle Shares Me Pt. 01

by Leigh_216 on Mar 17, 2020
Transgender & Crossdressers

Hi, I am Leigh, a Crossdresser (CD), Caucasian, 68" tall, women's size 8 or 10 depending on the brand, green eyes, and shoulder length hair. I have always had soft facial features. My stories are more of a diary entry than a novel. They actually happened but I changed the places and names. This story continues from Kyle_Martini_Date... I was sleeping so w...