Sissy Bully Stories

9,628 results
Orientation
Length
Source
Infinite Scroll

Mind Over Management Ch. 04

by SEVERUSMAX on Sep 15, 2017
Group Sex

I was balls deep inside Cheryl, with Jess sucking my balls and Jamie rimming Cheryl's ass, when Jen came through the door from work and immediately started to disrobe. Before I knew it, Jen's cunt was in Cheryl's face, and the blonde went to town on her snatch, licking away like nobody's business. We fucked for several more minutes, while Cheryl sucked Jen's...

Sissy to Military School Pt. 03

by Tranylvr on Dec 2, 2019
Transgender & Crossdressers

The continuing story of Sissy Steffi at military school. If you haven't read the previous chapters, please do for context and back story. All characters in this story are of legal age. This story depicts the explicit erotica of a transgender nature. If this material is offensive to you; or forbidden in your area, or you are a minor, please stop reading! All...

Jack's Bully Ch. 02

by Alpacawreck on May 29, 2018
Fetish

At the end of the school day Jack was getting ready to leave when he walked by Matt and Emily. "Hey" she said "we should get started on the project tonight. Since Matt's not doing anything now you two can go get started on it. I have to go run some errands first before coming over but it shouldn't be a problem. Matt can give you a ride home too, can't you...

Jack's Bully Ch. 01

by Alpacawreck on May 22, 2018
Fetish

*Everyone in this story is at least 18 or older* ***** Jack couldn't wait for the bell ring so he could go home and masturbate. He hit snooze too many times this morning so he didn't have time to rub one out before walking to school and his cock had been aching all day. To make matters worse it seemed like every girl had worn leggings that day and while it...

Nikki Goes to College

by Latexsissy69 on Sep 25, 2017
Transsexuals & Crossdressers

When I was younger I used to be a complete bully. I used to make fun of the poor people that couldn't afford to buy new clothes every school year. There were also times that I would make fun of girls that didn't want to participate in gym class because they were wearing a dress. I used to agitate so many people that I would get into fights almost daily. One...

Kate's Mom Comes To Visit Ch. 05

by Catytheghost on Sep 16, 2017
Transsexuals & Crossdressers

Part 5 A wedding to plan Carmen OK, dinner was a total surprise for me, that's for sure: Ally and Kate getting married, and Mary putting the fear of the Gods into Maggie. Now that really was a shocker, as Mary gets along with everyone. I even asked her about Lady Jenna using me for her pleasure, and she said, "Honey, you just please her and all will be goo...

An Aussie Teen Romance

by cbrguy on Jul 14, 2020
Romance

Declan O'Reilly's teen years had always been miserable, with bullies seeming to line up to taunt him. Sure he never liked sports or "blokey" stuff like most other boys did but no-one else seemed to cop as much shit as Declan did. Even one of his former high-school teachers had called him a sissy, not once but twice. Declan was a grimly shy 15-year-old boy w...

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...

A Sissy Saga Ch. 04

by Snurge on Sep 15, 2017
Novels and Novellas

The highly polished writing table was uncluttered, the only item encroaching its pristine surface being the letter of application Miriam Hancock had received from Emma Twist, the young woman who now sat stiff backed in the chair facing her. Miss Hancock folded her hands over the pieces of paper and gave the impression of ignoring them as she assessed the ca...

Girl with Something Extra Ch. 10

by JonThomas_ on Jan 31, 2018
Transsexuals & Crossdressers

Hello everyone, this is Daisy again. I thought it would be better if you heard about my latest intimate encounter directly from me, instead of the omniscient narrator. Mr. Narrator; you can focus on pleasuring yourself while I tell my story. He's such a perv. Anyways, here's what happened. ~~~ As the regular readers of my story know, I was born in a mal...