Sissy Stories

524 Stories

Breaking the bad boy by ThiccManTheSavior
#1
Breaking the bad boyby GaryTheChristianSnail
An arrogant, chauvanist prince climbs up a lonely tower by the hair of a maiden, only to find a dominatrix witch. She informs him that his action has broken the truce b...
Thrill of A Young Man's Sissy Exposure Adventures. by MissJAMB
#2
Thrill of A Young Man's Sissy Expo...by Miss Jill Alice
The 2nd story of my life enjoying ........
Completed
Softly Off To Sleep by AndlatFox
#3
Softly Off To Sleepby
Josh claims it's his lumpy bed keeping him up at night. His sister Mandy is certain it's actually video games. Well, if her brother is so delicate, a little lump keeps h...
Becoming A Sissy by roundtheoutside
#4
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 Sissy App by Carlycurls
#5
The Sissy Appby SheWrites
Adam is in desperate need of money and finds out about The Sissy App, an app where you can play games and do challenges for rewards. However, Adam doesn't know the app h...
Kehidupan Baruku. by CuckoldFans
#6
Kehidupan Baruku.by mr.fantasy91
Kisah suami dayus yg gagal menunaikan tanggunjawabnya..
A Favour For My Siblings  by aishaa2204
#7
A Favour For My Siblings by Aisha
An 18 year old guy, on his last day before going to college, agrees to take his brother and sister to an event, dressed as a girl. But little did he know that, many even...
Completed
Justin's Sissy journey by rissrob
#8
Justin's Sissy journeyby Rissrob
Justin has been getting in to trouble .so as a last resort his mother tries to feminize him.
Oliver/Olivia: Blackmailed Sissy by lilywritesMTF
#9
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...
Striper  by femlabrat
#10
Striper by Erica Bunningham
Aaron Schmidt was a hospital lab technician, he is forced to have sex reassigned surgery. Afterwards, Erin's forced to be a candy striper
Royal Frills by VictoriaTemple7
#11
Royal Frillsby Victoria Temple
Prince Taylor is just a boy that gets in a lot of trouble. Some say that he is spoiled and some say he has a problem with temper tantrums. His parents are very worried...
The new Sissy Academy by Downthestreet22
#12
The new Sissy Academyby Felice Bergamón
Paul drops out of his high school due to bullying from his classmates; However, before he can look for a new high school himself, a confirmation of acceptance for the...
Mirror Image by xDeathStar
#13
Mirror Imageby xDeathStar
John's anticipation was sky-high as he touched down in Miami, ready to surprise his girlfriend Jessica with a week of sun, fun, and romance. But his excitement quickly t...
Leap of Faith  by moviewoman666420
#14
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.
SchoolBoy Sissy (M2f bodyswap)  by Twice-ToldTales
#15
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...
the new girl by jasonw420e
#16
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
Josh's Diaper Story by AnonymousWriter4678
#17
Josh's Diaper Storyby ANONYMOUSWRITER
This is my story about a man named Josh that is diapered and publicly humiliated by his wife/mommy Emily and mad into a baby girl
My sissy story  by urbitransgf
#18
My sissy story by urbitransgf
Releasing my inner girl
(#1) Caitlyn and Gwen: Florally Welcomed by Falstaff801
#19
(#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.
Most Likely to Get a Sex Change! by amberwalker365
#20
Most Likely to Get a Sex Change!by Amber Lynn Walker
Way back when, Simon and Miles were classmates graduating from high school. The pair were neck and neck in the race for the claim to "Most Likely to Succeed" c...