Gay Chastity School Stories

7,745 results
Orientation
Length
Source
Infinite Scroll

The Apocalypse

by realizingworlds on Jun 17, 2015
Gay

Your name is Lexus Halpas and you are one of the last men born from a woman after a strange disease wiped them out. Your father didn't take her death well and he became even more distraught when he learned that you would never know your grandmothers, your aunts, or many of your cousins. As his only child, he's hidden you from most of the world and tried to k...

Open in Reader

Training My Unwanted Roommate

by asdvPenguine on Sep 14, 2020
Gay Male

I applied for a single dorm room even before I was accepted to the college. Not that I was anti-social, quite the opposite, but I was appalled by the idea of sharing a bedroom with a stranger. Still, it seemed I was out of luck. With only days left before the semester started, I had to accept a double. To make matters worse, neither of my parents had the t...

Slave to Love Ch. 04

by sachiaiko on Sep 14, 2017
Gay Male

Disclaimer: Welcome to my world! As always, here comes the disclaimer. You just can't live without those, can you? My stories are almost always fantasy based, (vampires and werewolves and angels, Oh my!) and this one is no different. This story holds strong BDSM themes as well as Slavery, polyamoury and romance. Mind you, my depiction of Slavery is *not* rea...

Blink: One

by KenjiDeSade on Aug 18, 2017
Gay Male

The following story is a fictional account. The characters are entirely unreal and so are their situations. Thus no direct attention was paid to probability or safety for the characters. Such practices should not transfer over to real life situations. Practice safe, sane and consensual sex. For your own damn good. If you have problems or issues with queer po...

Intrusion Ch. 02

by Allivrain on Aug 31, 2017
Gay Male

Work lasted forever, every moment ticking by in frustrated torment. Taylor stewed with agitation and barely bothered to be polite to the many customers that approached him. His entire body ached, the turtleneck he wore rubbed against the bruise on his neck and the chastity device tugged around his cock in a way that made it impossible to ignore. It seemed to...

The Beginning of a Weekend

by LthrBndBy on Jul 13, 2020
Gay Male

This is pure fantasy, fiction, but a little bit of hope embedded. It's Friday, I'm leaving work, and I drive straight to his house. It's about 2 hours and I spend every weekend up there, serving him, pleasing him, attending to his needs, and in return, he takes care of me. I pull into the driveway a little later than normal, traffic was a nightmare, as i...

My Own Porn Site

by faggotloser on Aug 18, 2017
Gay Male

There's a device that fits around your penis that measures the increase or decrease in penile size. It's been used in several psychological studies to determine, precisely, how aroused people are by various stimuli. The first thing I would do on my website, is prove that I was, in fact, a 100% straight man. I would then undergo a series of homosexual abuses...

To Love Again - Vik

by NRMathis on Jun 5, 2018
Gay Male

Author's Note: This is a sequel to the previously published stories "One Day at a Time" and "To Love Again - Al." +++++ One thing I had learned is that given the option, Los Angeles is not where I would choose to live. I was born near Omaha, Nebraska, and lived there until my mom and I relocated to Philadelphia when I was eight. I'd moved to LA relativel...

Nephew's Readjustment Pt. 04

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed and sought after! ***** Lying in bed that night, Nicholas' mind wouldn't quiet. He kept trying different p...

The Hole

by iamacocksucker on Sep 14, 2017
Gay Male

(Message written to an online forum) Hello, gentlemen. I found this awesome forum just a little while ago, and I thought I'd introduce myself. I don't have a real name any more, but I am addressed most frequently as "hole" and "cumdump." Actually, although you can't see it in the picture below, "cumdump" is tattooed on my back. So, about me: I am twenty-fi...