Jack's Bully Stories

8,498 results
Orientation
Length
Source
Infinite Scroll

Caught by My Bully and Exgf Ch. 02

by CindyTightass on Sep 15, 2017
Transsexuals & Crossdressers

This is second chapter of story about young crossdresser who is discovered by his ex girlfriend and masculine bully from high school. All protagonists of this story are consenting adults. ***** "Your face is a one big mess Cindy," said Michelle giggling, "let's go to the bathroom and clean you up!" She helped me to get up from my shaky knees and led me to...

Caught by My Bully and Exgf Ch. 01

by CindyTightass on Sep 15, 2017
Transsexuals & Crossdressers

Dear readers, this my first erotic story, all of protagonists here are fictional consenting adults, I hope you enjoy reading it! ***** I was 21 year old student with part-time job, living in a small flat in big city when this all happened. I broke up with my girlfriend Michelle, after seven month long relationship with her, because I received a video from...

Outlander Ch. 05

by sirreadsalot10 on Sep 19, 2017
Sci-Fi & Fantasy

"The Outlander is going to be the death of us all," Monch said as he glared around the men's berthing hold, daring anyone to contradict him. He was the ship's fisticuffs champion; barring the Captain's son, he was the biggest man on the Arabella. Most knew not to argue with Monch unless they wished for a beating. "Everyone knows that death and misery follow...

Jack's Bully Ch. 04

by Alpacawreck on Sep 5, 2018
Fetish

Jack woke up in the morning and was greeted to a beautiful sight. He watched Emily sleeping and was glad the day before wasn't just a dream. He reflected on how things had developed so fast and it was all thanks to Matt and his cock. As he thought of Matt's huge cock he noticed his clit had started to harden. He looked back over at Emily wondering if she wou...

Outlander Ch. 08

by sirreadsalot10 on Sep 19, 2017
Sci-Fi & Fantasy

A hush fell across the supplicants in the throne room when the giant doors unexpectedly swung open and the Captain of the King's Sentinels entered the hall. Tradition dictated that the doors remain closed once petitioners had been admitted, and supplicants were allowed to leave only when the King had heard and judged every dispute and request brought before...

Once You Go Jack...

by TheObservant on Sep 13, 2017
Fetish

As Mark rubbed the ice over his hot, bruised cheek, he couldn't help but think why this was happening to him. He had never hurt anyone in anyone in his entire life. But looking at himself in the mirror, he became furious. He wanted to hurt Jack badly. Each day in school at any moment Jack would slam his face into the locker and unleash punch after punch. It...

University of Humiliation Ch. 01

by HumiliatedLad on Jul 6, 2020
Exhibitionist & Voyeur

Jack set his bags down onto his new bed and surveyed his new room. His new life really. He told himself that it was his first day in becoming an adult. After all he was living miles and miles away from home, his friends and his family. He always knew this when he applied for this university. Jack kind of wanted to be far away from his old life, he wanted to...

Old Uncle Jack Visits Ch. 03

by tazsis1 on Sep 19, 2017
Mature

[Please read parts one and two. Thank you for you encouragement and comments. Please keep them coming.] I worked through the day, into the late afternoon. The senior members of my technical team and I got the job done and a major crisis was averted. The production line in China could resume work in a few hours. I was, of course, very agitated all day. It...

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...