Sissy Stories

543 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
Mother by VictoriaTemple7
#2
Motherby Victoria Temple
An 11-year-old boy is living a happy childhood. He had a loving mom and Dad. He has friends and is respected and liked at school. He loves playing football and helping h...
Boy in Panties Gets Wedgie from Girl Bully by StephBlessing
#3
Boy in Panties Gets Wedgie from Gi...by StephBlessing
TRUE story which took place around 10 years ago when my best friend Tori made me wear her little sister's "My Little Pony" panties then gave me a public wedgie...
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...
Collection Of STORIES by Simpsiss
#5
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...
Oliver/Olivia: Blackmailed Sissy by lilywritesMTF
#6
Oliver/Olivia: Blackmailed Sissyby lilywritesMTF
(HEAVY SUBMISSION THEMES, 18+!!) Oliver, a sophomore at Westbridge University is a bit of a creep and finds himself irresistibly drawn to the girls' volleyball team at h...
Cheer Sissy! by sissy_noel
#7
Cheer Sissy!by 🎀Sissy Noel🎀
this is the story of how Tim became Kim and found her true sissy calling: as a slutty college cheerleader! ** 18+ ADULT CONTENT WITH THEMES OF HUMILIATION, DOMINATION, A...
Becoming A Sissy by roundtheoutside
#8
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.
Catching Sean by WriterGuyJay
#9
Catching Seanby Jay
Sean goes shopping with his best friend Josh and is humiliated.
Completed
Becoming Tyla by DestinyGrandeII
#10
Becoming Tylaby DestinyGrandeII
17 y/o black kid Chris loses a bet to his friend which ends with him being feminized
Blake/Brooke: Emasculated Sissy by lilywritesMTF
#11
Blake/Brooke: Emasculated Sissyby lilywritesMTF
(18+!) Blake Evans is king of the tennis court at Westbridge University...and he's also a prick, a womanizer, a player, and an asshole. He's touted as one of the next s...
Becoming a Hajabi Sissy  by Boringdude1313
#12
Becoming a Hajabi Sissy by Destiny Grande
17 year old Adam gets caught peeping at his sister and her friend. They feminize him and make him a Sissy Hajabi!!!
Metamorphosis by Peytoncartwright
#13
Metamorphosisby Peyton Cartwright
"Metamorphosis" follows the life of John Mitchell, a workaholic in his mid-20s who has lost touch with the world outside of his office. During his monotonous c...
Hair Today Girl Tomorrow by amberwalker365
#14
Hair Today Girl Tomorrowby Amber Lynn Walker
Let's say a story starts like... "I'm losing it. I can feel it." Anyone could have heard the snap of Dr. Martin's last straw-anyone that is excepting Louis. &q...
Halloween Bunny Costumes  by aishaa2204
#15
Halloween Bunny Costumes by Aisha
It is a short story on how a Halloween Contest impacted the lives of Alex and Rachel. Follow the story to find out what followed next!!! This story is available as capti...
Completed
SchoolBoy Sissy (M2f bodyswap)  by Twice-ToldTales
#16
SchoolBoy Sissy (M2f bodyswap) by TwiceToldTales
The story of underachiever Ryan Smith and how he makes a deal with a hot girl who gets good grades in order to... Get good grade, duh. But what will he do in the beautif...
+21 more
The Tragedy of Woodrow by amberwalker365
#17
The Tragedy of Woodrowby Amber Lynn Walker
Amber says, "This is a sequel to The Trials of Dylan. Dylan, now Joy, pays it forward at Greenwood High School . With Joy's help Woodrow seeks his authentic self!&q...
Completed
In the Gas Station: No animals, only Pets  by Glassyss
#18
In the Gas Station: No animals, on...by Glassyss
Jack and Spencer decide to have some fun.
Escuela de Sissys by lunnityCross
#20
Escuela de Sissysby Sophie Wildfire
Se inaugura la primera escuela para chicas transexuales de la ciudad. ¿Te atreves a descubrirla?