Bully Sissy Stories

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Young Master Ch. 03

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

"That's a good little, sissy. I told you that you could take the whole thing." I feel a sense of ashamed accomplishment as her smooth balls rest on my chin and I smell her intoxicating mix of pomegranate and a hint of musk as my nose crushes into her flawless, taut torso. This was the last time. It had to be. We couldn't keep sneaking around waiting for a ch...

The Good Son

by sissysub34 on Apr 22, 2025

You sat in your room after just arriving home from school you had a long day dealing with the constant harrasment from your bully's constantly making fun of your looks and appearence looking more feminine than masculine constantly making fun of your looks and appearence looking more feminine than masculine you stand up of your bed and make your way towards t...

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A Sissy Saga Ch. 02

by Snurge on Sep 15, 2017
Novels and Novellas

When Jennifer went out onto the terrace William was nervous but relieved to be with someone his own age and gender, even if that person had been sissified just like himself. The two eighteen-year-olds regarded each other and their feminine attire silently for a moment before Archie at last broke the tongue-tied awkwardness. "Better make a start," he said,...

Waking Holly

by Sissyhalo on Sep 16, 2017
Transsexuals & Crossdressers

It's been about a month since I told Holt, Holly the truth and moved her into my house. I never expected the side effects of what I did to her to be her to be her becoming a whole other person. I know it sounded like that's the point but the point is that you changed them, bent them, broke them and made them worse. And I fucking hated Holt, I really fuckin...

Proud Beta

by Sissyhalo on Mar 13, 2018
Transsexuals & Crossdressers

All parties are over 18 years of age. *** I'm a beta. And yeah for those that get what that is, we're real. I was a white kid that was on the skinny side and I was born and grew up with a little dick. And I was everything that came with being a small dicked little loser then. Bad at sports because that meant dressing rooms back in high school and never...

Sissy Sidney and Sister

by FemFreak on Apr 17, 2019
Transgender & Crossdressers

Summary: Sidney is reluctantly persuaded into submitting to Ellen's humiliating wishes. His sister is along for the ride and gets to humiliate him a bit as well. In the end, Sydney questions his identity. All characters are 18 or older. Tags include feminization, crossdressing, pegging, femdom, mff, incest. ~~~~~ Angie loved to bully her little brother Si...

Simon Sissy Slave Ch. 02

by Timewarp10 on Jul 30, 2019
BDSM

Simon's arse remained sore for days, a constant reminder of his new role in life. Over the weekend the pain was severe, but the overwhelming feeling of his humiliation was compensation enough, and produced a warm glow through his body. His mind had been in turmoil all week-end. Sometimes the pain was unbearable, but he bought a cream at the pharmacy that rel...

Playing the Part

by Sissysdream on Jan 20, 2020
Transgender & Crossdressers

All people in this story are above 18 or older. This is just a fast story I wrote and don't know if I will do any more on this story. *** My name is Tommy, but these days I go by Tammy. A few weeks ago, I was turned out by my high school bully during summer break and now I am a happy cum drinking sissy. I know I'm getting a bit ahead of myself here so let...

Sissy en español

by SissyJ on Apr 14, 2021
Transsexual

Hola, hace tiempo que descubrí esta página y no encontré muchos relatos de este tema en español así que escribiré una de mis fantasías aquí, sientanse libre de agregar capitulos ya sea desde cero o ya de alguna historia que tenga comenzada, lo puse público. Esta es mi primer historia que escribo asi que no esperen una obra literaria o algo parecido pero espe...

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A Bully in Frillies

by Cdslavejessie on Apr 22, 2025

Hey yall!!!! So I know I already have two stories going but I decided to add a third to the mix!! This is a commissioned story for Giratuno, who has a love for frilly sissies in ultra girly girl wear, sausage curls, and being totally and permanently emasculated! A bully who bonks their head and loses their memory? Hopefully the bully’s girl victim is nice an...

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