Sissy Stories

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

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...

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...

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 young man's fantasy is made real by an older woman - more real than he perhaps ever imagined. ***Credit to Lesley for the amazing story***

Timothy was a homeless guy until he was offered to live with a rich couple with spare bedrooms. He's hired to work with Mitchell, a violent son of the billionaire and...

A sister and her friends feminize her lil bro

a bunch of random, free hand one shots of gay men. any suggestions are welcome.

Back when Tumblr was cool, Brianna met Tim. Tim owned a farm in Pennsylvania and was looking for a live in maid. This is the story of how Brianna's life changed forever .

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.

Justin has been getting in to trouble .so as a last resort his mother tries to feminize him.

Alex is a teen boy and the eldest sibling. he is on break from school when things take a different turn during a trip to his aunts. Read more to learn how he goes from o...

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

This story is about a boy that has a crush on a girl named Eva. He is a bit awkward with girls. But one day at school he made a ver stupid mistake that led him to Eva's...

Hola..! A Swaragini Fantic..! A story of two sisters who were gloomy till their meeting of respective life partners..! It mainly concentrates on Swasan and Raglak...

Forced to join the cheerleading squad to help Jenny, Jake, under Coach Rosella's strict rules, must wear the cheerleading outfit.

Dana? How could a gender neutral name screwup a summer of Computer Camp? Well, it seems when you're a pretty boy, computer whiz, and might lead the camp to its first eve...

when daniel does nothing but annoy the boys, they get sick and trick him, the girls take him as one of their own.