Sissy Stories

The midwife examine Omer's ass to make sure he is virgin and ring warped around his balls

Peter had just left school and was making plans for the future, until his evil stepmother told him of her plans for him. it wasn't going the way he had hoped. Things are...

(SISSY/FEMINIZATION STORY, 18+) CJ Jackson was a college jock, a lacrosse star, and a man who thought he had life figured out-until it all came crashing down. Expelled f...

This is the story of a 19-year-old boy who had to accompany his aunt and cousin on a vacation to their summer home. The boy in question is named Sander. He had hoped to...

Tom is blackmailed by his roommate to pose as his girlfriend. This helps Tom discover he was born to be a sissy slut.

Ryan, an eighteen year old college student, has recently heard that his old school had shut down, and Ryan decides to sneak into the school that is definitely not haunte...

A Rich brat gets tamed and put in his place by his ex-girlfriend, who seeks revenge with the help of his current girlfriend. They both come together to bring down an mi...

"A filthy Instagram truth-or-dare game turns into a 24-hour fuck-fest when a cocky stranger dares me to be his nasty slave. Stripping, twerking, and riding a carrot...

a boy was found surfing crossdressing fantasies by his roommate. see how to story unfolds the reality and turns a boy into a sexy girl.

Leo is an 18-year-old high school senior who is shy, introverted, and struggles with self-esteem. His only escape from the pressures of real life is through his online p...

Aaron Schmidt was a hospital lab technician, he is forced to have sex reassigned surgery. Afterwards, Erin's forced to be a candy striper

I said, "Gee mom, give me a break. You've got it easy." "Easy?" she says, cocking one well plucked eyebrow. "Well, yeah. All you have to do is...

Sitt Yan Nyein + Di Nwae Oo💙✨ Date- 21.3.2022

Meet Edmond and Jonathan. Two young men who were polar opposites and roommates! Edmond a research geneticist , well funded, and with a life plan. And Jonathan an office...

this story is a part two to jakes diapered trip, when he gets home from the trip to disneyworld... DISCLAIMER: READ THE NEW CHAPTER BEFORE THIS ONE!

On becoming a sissy maid

He's not a very good boyfriend and this time he may have gone to far. After an agrument, his girlfriend has asked him to visit somewhere he hasn't been before. He does a...

A boy learns a tough lesson from his mother about wanting to be a girl.

Jackson was a small man in every way. God had blessed him with two gifts-being disagreeable and passable at writing. The former he'd embraced and made his life's mission...

I am a furry at heart and a tbdl so I wanted to make this subject my first story If you do not know what a furry or TBDL them look it up first then read this story. And...