Sissy Stories

559 Stories

Sander on a summer vacation  by Shadow_sub83
#1
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...
Omer the sissy teenager by adam5062020
#2
Omer the sissy teenagerby Adam20
The midwife examine Omer's ass to make sure he is virgin and ring warped around his balls
Completed
CJ/Cady: Farm Sissy by lilywritesMTF
#3
CJ/Cady: Farm Sissyby lilywritesMTF
(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...
Mummy's baby girl by rissrob
#4
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
Nate to Natalie by AshleighLoves
#5
Nate to Natalieby Jo Siwa
Nate would do anything to stay with his beautiful girlfriend.
The Wet Day by permed-amy
#6
The Wet Dayby permed-amy
On his first day on holiday Dave and his family gets totally soaked and an emergency change of clothes end up changing his life
Bryan or Bella - Part 1 - Forced Fem Fantasy by ameliamaebarnes
#7
Bryan or Bella - Part 1 - Forced F...by Amelia Barnes
Bryan, a 23 year old on the verge of homelessness, finally lands a job as a secretary. Desperate for a job, he doesn't read his contract and quickly finds himself forced...
Completed
The Unexpected Exchange - Forced Fem Fantasy by ameliamaebarnes
#8
The Unexpected Exchange - Forced F...by Amelia Barnes
Scott, an 18-year-old boy from Ontario, Canada, is excited to participate in an exchange program and experience life in England. However, upon his arrival, he discovers...
Becoming A Sissy by roundtheoutside
#9
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.
the wrong uniform by jasonw420e
#10
the wrong uniformby jasonw420e
when ben accidentally puts on his sister's blazer for school, his life goes down hill, or should I say her life
Completed
Chandra's Man Pssy by NaraSree
#11
Chandra's Man Pssyby Narasree
Story of a neurosurgeon and a dominatrix
Alice's Adventures in Elmdale by aishaa2204
#13
Alice's Adventures in Elmdaleby Aisha
In Elmdale, Alex discovers his love for crossdressing. Supported by Emma, they navigate societal expectations, transforming the city into a haven where love embraces aut...
Collection Of STORIES by Simpsiss
#15
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...
Bargain between life and death (Moonbyul fanfic) by Byulyi143
#16
Bargain between life and death (Mo...by The Playful Writer
A Moonbyul fanfction Read to find out!
Completed
The Pinky Confessions by VictoriaTemple7
#17
The Pinky Confessionsby Victoria Temple
There is a debate about transgender children. Should a Child be allowed to change gender? Some parents even allow their children to be drag kids! Should we allow this so...
Completed
Magical Hero Squad by HallowsEveWrite
#18
Magical Hero Squadby Hallows Eve
Ash wants to be a hero so badly that convinces his sister it is a good idea to grant him Magical Girl Powers even though he is a boy.
Completed
Baby_Furry adventures TBDL by Baby_furry
#20
Baby_Furry adventures TBDLby Lucy
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...