Jack's Bully Stories

8,498 results
Orientation
Length
Source
Infinite Scroll

Bully's New Girlfriend

by Braids on Oct 24, 2012
Fetish

You were on your way to school, hoping for the day to quickly start so it can finally be over, it was Friday and you couldn't wait to enjoy the weekend. Your parents were away celebrating their anniversary and wouldn't be back until Monday. All you had to do was survive one last day without incident. Easy right? Then the house and the weekend would be all yo...

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Jack's First Time

by bi_cpl_with_crossdresser on Jul 13, 2020
Transgender & Crossdressers

There were no secrets between Jack and Marcy, hell when you have been married to the same person for almost 24 years and together for even longer there was no need. Marcy had professed to Jack well before they were even a couple that she was bi and soon after they were dating Jack confessed he was a Crossdresser, a few years later he also said he thought h...

Jack and the Bullet Ant

by alan9 on Sep 17, 2017
BDSM

Hello, Literotica Reader: Normally I am one to prefer imagining the sensations delivered at the hands of a gentle, erotic, teasing woman or man. It also excites me to imagine being restrained, open and vulnerable. But rally just vulnerable to sweet pleasure...not pain. Recently, I had the misfortune of sticking my hand under a part of a gate and startled a...

The Bully Next Door

by RedSquirrel on Mar 21, 2021
Erotic Couplings

*** BEFORE YOU START READING, PLEASE PRESS THE "START GAME" BUTTON. WHILST YOU CAN READ IT AS A TRADITIONAL STORY THERE WILL BE SOME ISSUES WITH THE FLOW OF THE STORY UNLESS YOU ARE IN GAME MODE*** Kayla's tongue lapped against the head of her boyfriend's dick. She knew some of her friends hated giving head but she'd always enjoyed driving Stuart w...

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The Sperm Donation

by scorpionicus45 on Sep 26, 2017
Fetish

Sometime later Jack awoke to find himself lying on the same paper-covered table, still nude with his clothes still somewhere in a different room. For a few moments he just rested quietly on the table musing about his recent experiences. So far it seemed that each visit Jack made to the clinic was better than the previous one. Almost immediately after Jack w...

Teedla's Faery Tales Ch. 02

by Banshee7 on Sep 16, 2017
Sci-Fi & Fantasy

CHAPTER TWO: Ooni and Pleck's Mischief While Teedla flew off to brood in the trees and plot a way to make up for her failure with the muckdweller, her sister, Ooni was up to no good. Ooni was about to enter a human cottage. The cottage near the dark woods of Glenn Valley was far from civilization. The woodsmen had moved his family a bit too far in the wild...

Porn God Ch. 07

by XFABLES on Sep 28, 2020
Sci-Fi & Fantasy

Looking at the pitiful state of Joab, Chuck sighed and turned to the lanky punk. "You! what were you planning to do with the knife?" "I... I... was just..." "Darby is everyone you know an idiot?" Darby cursed the seven generations of the blabbering fool in his mind, as he hastily told the punk to spill the beans. "I was going to teach the bitch a lesson...

Happy Birthday Kyrie

by SugarSprial on Sep 12, 2017
Group Sex

This story (my ultimate fantasy) was written as a birthday present for my girlfriend, whom the character Kyrie is based on. * Kyrie and Scarlett had been expecting Jack for a great while now (two years to be exact). Jack had constantly teased them with plans of being in the States, but this time he was serious. A final date was set for his summer arrival...

Revenge On Bully

by Theninjagamer308 on Dec 28, 2018
BDSM

It started off as a normal day in school, when all off a sudden I saw my teacher bend over in front off my desk to pick up a pencil. I could see her butt in her cute little skirt. I think she did it on purpose I thought, no way I thought that’s just my blindness hoping that my teacher crush liked me back. Little did I know I was gonna get my wish later that...

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Be the Bully

by Milf Destroyer on Sep 17, 2020
Fetish

You're evil. I don't know what it is that has made you do this to me, but ever since we first met you have made it your life mission to bully me. I don't even know you very well, you're just a complete psycho that ruins everything I have. You take my money, you make me do extra work for you, you've beaten me up, given me wedgies, made fun of me. Plus you get...

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