Gay School Caning Stories

7,585 results
Orientation
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Infinite Scroll

Judge Ordered Slavery Ch. 04

by Sungmehetu on Sep 26, 2017
Gay Male

Thank you for following Ryan this far. All Characters are over the age of 18. ***** I was fairly certain I had never owned these clothes. The shorts were very tight, and very short. The shirt was more or less a half shirt. I was thankful it was still warm outside. I was both humiliated and turned on by all of the long looks I received in the grocery stor...

Farm Boi Life Ch. 04

by Sungmehetu on Mar 6, 2018
Gay Male

Thank you for following Ryan from the Judge Ordered Slavery story to the Farm Boi series. This started as a series that had some of my own life experiences. We are way beyond that now. I don't know about other writers, but when I start something I have an idea...and then sometimes those characters come alive inside of my mind and take over the story. I becom...

Intergalactic Porn Star Pt. 05

by JasonClearwater on Apr 3, 2019
Gay Male

Author's note: Intergalactic Porn Star is a work of gay male fiction, set in the distant future, about an organisation that provides hard core porn to the colonies. In this episode, Ash is given an ultimatum. Hand over control of his orgasms completely to Ryan, or lose a large chunk of his income. * * * The next morning, we were woken early by a staffe...

Pony Boy Ch. 10

by ChestersBoi on Sep 14, 2017
Gay Male

The story so far... Ben, when desperate for a little extra cash, discovered that there was good money to be made running in races as a 'ponyboy'. Despite being assured that the worst he would be subjected to would be a 'certain amount of groping' he has found that this led, inexorably, to a life as a prostitute. Moreover, Andy Mason, his pimp, along with Ar...

Taliban Concubine Ch. 03

by bjmichaels on Sep 14, 2017
Gay Male

My mouth was filled with warm, throbbing cock-flesh, but my gaze was trained on Sparkle-Eyes. I wasn't staring at him really; it was more surreptitious glances now and again. He was sitting a few feet away watching me suck his men's cocks with a bemused expression on his face, a wistful look in his eyes. That he was going to miss me when he handed me over...

Cursed Gift Ch. 02

by pebo on Aug 30, 2017
Gay Male

Cursed Gift 2: Taken copyright 2008 Patricia Osmundsen Author's Note: If you haven't read Cursed Gift, you might want to, before you read this. This is a sequel, after all, and rather than recap events and explanations, I've simply carried on from the first story. If you did read Cursed Gift ... well, I edited it, added a scene or two, and a bit mor...

The Brownstone: Untold Stories Ch. 04

by jayjayk on Aug 30, 2017
Gay Male

Renny was dead quiet while Richard spoke. They had been at the restaurant for hours but no one had made a move to ask them to leave. Renny figured the obscenely large tip Richard had sitting on the table had something to do with it. Even the flirtatious little flammer that was serving them, that Richard barely acknowledged, kept people at bay and dutifully k...

Pony Boy Ch. 08

by ChestersBoi on Sep 14, 2017
Gay Male

Gosh, has it really been eight months since I last posted. Oops Sorry. I guess you'll need a catch-up as much as I did. So here's the story so far. Ben, when desperate for a little extra cash, discovered that there was good money to be made running in races as a 'ponyboy'. Despite being assured that the worst he would be subjected to would be a 'certain amo...

A Mole in the House Ch. 07

by jayjayk on Sep 16, 2017
Gay Male

Sorry for the delay in getting the next Chapter but sometimes real life gets in the way. Hope you enjoy! ~*~*~*A King Goes Down...Part Two~*~*~*~ At noon the next day I hooked the laptop into my flat screen and turned it on testing my connections to the Royal Suite. The screen showed the three views I had chosen, the kitchen, living room and the master bed...

Ben is Bitten by the Big Apple

by verdunsears on Mar 18, 2020
Gay Male

Ben, Robert and Ian previously appeared in "Ben is Kept Under Control". It was late in the afternoon on a cold and wet Sunday in Toronto in October 1974 and I'd spent a dreary day doing backed-up laundry and cleaning my apartment when the phone rang. When I heard the voice on the line my mood instantly changed for the better. It was Robert calling from Lo...