Sissy Stories

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

Sumi, who has been a closet sissy her whole teenage, gets a life changing opportunity to shift to the US where she can finally be her true self and enjoys and live her s...

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...

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...

jake is a normal 15 year old boy who is staying at his aunts elizabith she has a daughter named hannah and a son named luke

Ankur in his 20s starts dreaming about a girl, he never knew, his world changes when he finally meets his dream girl ( contains strong feminization theme )

Bon, l'histoire vient mon imagination j'espère que vous allez lire et aimé bon concernant votre avis de si vous aimez ou pas mais moi ça m'a pris du temps pour avoir de...

Following on from The Natural Sissy, Sebastian Montague starts at the new sissy school and learns to make new friends, and enemies, whilst getting used to his new pettic...

Jared is a shy boy who prefers the company of girls, but he never asks them out because he's afraid of rejection. The girls decide to welcome him as one of their own.

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

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 summer in Europe. A suitcase full of secrets. A body that betrays, but a soul that finally finds its voice. This is a story of shedding labels, shedding clothing, and...

WARNING:- This story contains Transgender/Gender Bending and black cock themes. If that idea doesn't float your boat, skip the story. But if you're intrigued, read on an...

Brad had a rich dad. Janet West had nothing. Except for Brad. But already she was losing her grip on the boy. Janet was ambitious as she was ruthless. And that can take...

Joe foolishly makes a bet. Will he uphold his side of the bargain, even if it impacts his season?

"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 Poor Rich kid stuck with his dismissive father and indifferent stepmother for the summer in a South Hampton, Long Island mansion. The boy longs to become the girl he w...

Being a mother is the best thing in the world, but nothing prepares you for it What do you do when your son is different from other boys? What do you do when he does not...

Un chico va a recuperar algo que su novia olvidó en lo de su ex, ¿qué puede salir mal?

Max a short 18 year old with long hair loses his suitcase is forced to barrow his sisters clothes