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
Sander on a summer vacation  by Shadow_sub83
#2
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...
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...
CJ/Cady: Farm Sissy by lilywritesMTF
#4
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...
Completed
Ex Girlfriend's Revenge by IndianDomme
#5
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...
A Wish to be The Maid by aishaa2204
#6
A Wish to be The Maidby Aisha
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***
Hobo to Dancer  by SissySecretary
#7
Hobo to Dancer by Andrea Green
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...
sissy sister  by jade_nymph
#8
sissy sister by sissyboi09i
A sister and her friends feminize her lil bro
CHARGRIN (GAY ONE SHOTS) by BENT-OUTTA-SHAPES
#9
CHARGRIN (GAY ONE SHOTS)by Doodlebob
a bunch of random, free hand one shots of gay men. any suggestions are welcome.
Sissy Farm by sissyluvr
#10
Sissy Farmby My mood
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 .
my girly roommate  by Drishti369
#11
my girly roommate by Drishti
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's Sissy journey by rissrob
#12
Justin's Sissy journeyby Rissrob
Justin has been getting in to trouble .so as a last resort his mother tries to feminize him.
Alex - teen boy to baby girl  by ClaraJaneDiapers
#13
Alex - teen boy to baby girl by ClaraJaneDiapers
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...
Becoming A Sissy by roundtheoutside
#14
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.
I had to dress up! by littlediapeyboy
#15
I had to dress up!by littlediapeyboy
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...
❤Agar Tum Saath Ho..!! ❤(Completed)  by DeekshaReddy23
#16
❤Agar Tum Saath Ho..!! ❤(Completed...by Deeksha Cheruku
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...
Completed
Leap of Faith  by moviewoman666420
#17
Leap of Faith by Ali
Forced to join the cheerleading squad to help Jenny, Jake, under Coach Rosella's strict rules, must wear the cheerleading outfit.
Girls' Summer Camp by amberwalker365
#18
Girls' Summer Campby Amber Lynn Walker
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...
the new girl by jasonw420e
#19
the new girlby jasonw420e
when daniel does nothing but annoy the boys, they get sick and trick him, the girls take him as one of their own.
Completed