Gay Dildo Punishment Stories

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The Ingram-Lewis Chronicles Pt. 05

by JASONSHOMOEROTICA on Oct 15, 2017
Gay Male

PATRICK – THE GREAT DISCIPLINARIAN A Homoerotic Story by Jason Land CHAPTER 1 When we last left Patrick Ingram-Lewis, it was just before the Christmas holidays in 1901 and he and his closest friend, Roderick Pennington, were to spend the holidays together at Ingram House in Northumberland. Roderick's parents had gone off on a safari to Africa and he wou...

The Ingram-Lewis Chronicles Pt. 04

by JASONSHOMOEROTICA on Oct 15, 2017
Gay Male

PATRICK "IN LOCO DOMINI" CANE AND BIRCH REIGN SUPREME AT RIGBY SCHOOL A Homoerotic Short Story By Jason Land CHAPTER 1 In Part 3 of the Ingram-Lewis Chronicles, we had left Patrick Ingram-Lewis on the first day of his final year at Rigby School where he had, much to his surprise, been appointed Head Boy. But his appointment went much further than that...

Humiliation

by AgentK on Oct 15, 2017
Gay Male

"Renton Elliott Abernathy, come to the front of the classroom, please." Renton stood and did as his teacher asked, his eyebrows raised in curiosity. "Such a shame, isn't it, that the most talented young mage in his class is also an arrogant, disobedient little brat? Perhaps a severe punishment will help you realize the error of your ways." Renton looked e...

30-Days of House Arrest Ch. 01

by bjmichaels on Nov 27, 2017
Gay Male

Everyone wants me to admit I have a drinking problem. My lawyer said it is an important part of the plea agreement; my boss told me he'd keep my job open and I can return to work after my 30-day house arrest. Okay, sure, fine...sometimes I get a little hammered after work and on my day off but who doesn't? Anyway, I got into this mess because the cops said...

Double Punishment

by Guy521 on Oct 8, 2019
Gay Male

Adam and Charlie sat silently outside the headmasters office, contemplating what was about to happen. Both young men had been caught fighting yet again, leaving Adam with a split lip and ripped shirt, and Charlie with a bruised eye. The sound of the headmaster's door opening signalled for the boys to enter. The Headmaster stood behind his desk looking less...

First Punishment

by kinkfiction on Jan 16, 2019
Gay Male

"You disappointed me, baby boy. I know you didn't mean to, and I'll forgive you. But first I need to show you the true extent of my unhappiness. You've been such a good boy up till now but I can't let you think that you can get away with this behavior. You disobeyed me when you went against my instructions. I get that you don't understand why it's such a big...

A Very Special School

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

Moulton-Midmarsh Reform School Its Foundation, Rise and Demise An imaginary tale set in the early twentieth century By Jason Land ***** Chapter 1 My name is Martin Fairweather. I am professor and head of the History Department at the Fenwide University, one of those institutes of higher learning created in that push by the governments in the 1980s an...

Winners and Losers Ch. 11

by bawdybloke on Sep 15, 2017
Gay Male

"What?" My trembling hand wiped my feverish brow. "I think I'm bisexual," I blurted out as she held me tightly. "I ..." "Love, tell me something I don't know!" "What! You knew?" My voice incredulous; hers flippant. "I sort of knew all along." Her fingers wrapped themselves around my hand and stroked it gently. "Been waiting for you to realise." "What?"...

The Hanky Code Pt. 05: Sub to Gay Pig

by His_fag_wife on Sep 14, 2017
Gay Male

I then heard the unmistakable snap of latex gloves going onto a hand, then felt Steve's hand moving around my butt, it was slick with some liquid and he pushed between the saddle and my ass trying to touch all of my ass and even tightly around the base of the plug. He was having to force his hand in to lift each cheek momentarily from the saddle to coat them...

Naughty Boy

by fantaseeboy on Sep 1, 2017
Gay Male

Not only did my mother have to accept the fact that her only son was gay, that was hard enough in itself! She'd always dreamed of having grandchildren and now that would never happen. No, in addition to that, my mother had to accept the fact that I'd fallen totally, head-over-heels in love with a man nearly her age! The first few times she met Sam, she looke...