Becoming A Sissy - roundtheoutside - Wattpad

Becoming A Sissy

roundtheoutside

Reads 207,687
Votes 329
Parts 7
Time 33m

Reads 207,687
Votes 329
Parts 7
Time 33m

roundtheoutside

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Tom is blackmailed by his roommate to pose as his girlfriend. This helps Tom discover he was born to be a sissy slut.All Rights Reserved

blackmail college feminization forced forcedfem gangbang humiliation kinky nsfw nudity roommates sissy transgender

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7 parts

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Oliver/Olivia: Blackmailed Sissy by 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 his college, particularly their captain, Jessica. Oliver attends games mostly to ogle the team in their tight spandex uniforms. However, Jessica soon catches on to his lecherous behavior and decides to teach him a lesson. With a wicked sense of justice, she embarks on a mission to punish him-transforming him into her personal pet project: Olivia. Olivia must navigate an entirely new wardrobe and an entirely new college experience completely changed and completely controlled. How far will she go under Jessica's watchful gaze and,,, is there such thing as too far?

Leo/Luna by lilywritesMTF

Leo is an 18-year-old high school senior who is shy, introverted, and struggles with self-esteem. His only escape from the pressures of real life is through his online persona, Luna, a confident and popular female avatar he uses for streaming and social media. Under the mask of Luna, Leo enjoys a following and admiration that he lacks in his everyday life. One fateful evening, after a particularly successful streaming session where he gathered a significant donation from a mysterious user, Leo begins a slow, involuntary transformation into Luna. He must navigate the complexities of this change while hiding it from his peers and family, facing bullying and finding friends and love in the most unlikely of places.

Justin's Sissy journey by rissrob

Justin has been getting in to trouble .so as a last resort his mother tries to feminize him.

Bryan or Bella - Part 1 - Forced Fem Fantasy by ameliamaebarnes

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 to be someone he's not.

William Afton Smut by lluvelyluna

This will probably get taken down but this includes a series of smut between reader/female OC and William Afton.

Kai/Kylee : Sorority Sissy by lilywritesMTF

⚠️18+⚠️ !! Kai, a shy and submissive freshman, is eager to fit in and make new friends at college. He quickly becomes best friends with Bella, a fun-loving and naturally dominant girl. When Bella proposes they rush a sorority together, Kai's life takes a dramatic turn. With Bella's help, he dons a new identity, navigating the intricate world of sorority rush. Faced with the allure of perfection and the challenge of maintaining her façade, Kai navigates a maze of expectations and desires. Along the way, he forms unexpected bonds, flirts with campus heartthrob Isaac, and confronts the daunting reality of becoming the good girl everyone expects him to be.

An Unexpected Fate by HereComesIsabella

Ben has always known he was different from the other boys, but when his school uniform gets swapped with his sisters, his entire life changes into something he had never expected. WARNING: This story contains some transphobia, assault, and some scenes that are sexual in nature. There are no descriptions in the intimate scenes, however it's obvious what they're doing.

Sissy Revenge by queenkyliekxo

Charlie was struggling to make ends meet, so in a desperate attempt to make money he decided to steal from his flatmate. When she found out, she took it upon herself to teach him a valuable lesson that would have lasting consequences.

the wrong uniform by jasonw420e

when ben accidentally puts on his sister's blazer for school, his life goes down hill, or should I say her life

Blake/Brooke: Emasculated Sissy by 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 stars of tennis, building hype and excitement around the program with every win. When he sets his sights on transfer student Savannah Hudson, he expects it go like every other hook up he's ever had. From hyper-masculine champion to bimbo princess, Blake is transformed far beyond what Savannah could've ever dreamed. The only question remains--how far will the experiment go? (disclaimer ! sub/dom, bimbo, emasculation humiliation, sissy, and mtf themes ahead!) (disclaimer 2! in the process of editing, this is just a little tease)

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Slide 1 of 10

Oliver/Olivia: Blackmailed Sissy cover

Justin's Sissy journey cover

Bryan or Bella - Part 1 - Forced Fem Fantasy cover

William Afton Smut cover

Kai/Kylee : Sorority Sissy cover

An Unexpected Fate cover

Sissy Revenge cover

the wrong uniform cover

Blake/Brooke: Emasculated Sissy cover

Oliver/Olivia: Blackmailed Sissy

(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 his college, particularly their captain, Jessica. Oliver attends games mostly to ogle the team in their tight spandex uniforms. However, Jessica soon catches on to his lecherous behavior and decides to teach him a lesson. With a wicked sense of justice, she embarks on a mission to punish him-transforming him into her personal pet project: Olivia. Olivia must navigate an entirely new wardrobe and an entirely new college experience completely changed and completely controlled. How far will she go under Jessica's watchful gaze and,,, is there such thing as too far?