Sissy Stories

568 Stories

Omer the sissy teenager by adam5062020
#1
Omer the sissy teenagerby Adam20
The midwife examine Omer's ass to make sure he is virgin and ring warped around his balls
Completed
SISSY_SUMI, NEW BEGINNING  by Sissy_Sumi
#2
SISSY_SUMI, NEW BEGINNING by Sissy_Sumi
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...
Mummy's baby girl by rissrob
#3
Mummy's baby girlby Rissrob
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...
Completed
Sander on a summer vacation  by Shadow_sub83
#4
Sander on a summer vacation by Shadow83
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...
from teen to a diaper wearing babay by Kevinjones2029
#5
from teen to a diaper wearing babayby Kevinjones2029
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
Completed
The Dream Girl  by AnkurS3
#6
The Dream Girl by CansonS3
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 )
LES SECRETS DU MONDE NUMÉRIQUE  by armeliasnow
#7
LES SECRETS DU MONDE NUMÉRIQUE by armeliasnow
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...
The Natural Sissy and the Gang by NickLucasx
#8
The Natural Sissy and the Gangby Nick Lucas
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...
(#1) Caitlyn and Gwen: Florally Welcomed by Falstaff801
#9
(#1) Caitlyn and Gwen: Florally We...by Falstaff
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.
Completed
Becoming A Sissy by roundtheoutside
#10
Becoming A Sissyby roundtheoutside
Tom is blackmailed by his roommate to pose as his girlfriend. This helps Tom discover he was born to be a sissy slut.
Ex Girlfriend's Revenge by IndianDomme
#11
Ex Girlfriend's Revengeby IndianDomme
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...
Mile High Club by amberwalker365
#12
Mile High Clubby Amber Lynn Walker
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...
Collection Of STORIES by Simpsiss
#13
Collection Of STORIESby Simpsiss
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...
Fun with Eddy by amberwalker365
#14
Fun with Eddyby Amber Lynn Walker
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...
Completed
Take Me Out in a Ball Gown by AndlatFox
#15
Take Me Out in a Ball Gownby
Joe foolishly makes a bet. Will he uphold his side of the bargain, even if it impacts his season?
"Dare Me to Be Your Nasty Trans Slut"
 
  by femboygirlysluttttt
#16
"Dare Me to Be Your Nasty Trans Sl...by Femboy Tg
"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...
Sea Change by amberwalker365
#17
Sea Changeby Amber Lynn Walker
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...
Echoes of the Past by VictoriaTemple7
#18
Echoes of the Pastby Victoria Temple
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...
El maldito ex de mi novia by Nahudybala
#19
El maldito ex de mi noviaby Nahu Dybala
Un chico va a recuperar algo que su novia olvidó en lo de su ex, ¿qué puede salir mal?
Lost Suitcase  by moviewoman666420
#20
Lost Suitcase by Ali
Max a short 18 year old with long hair loses his suitcase is forced to barrow his sisters clothes