Gay Judicial Caning Stories

87 results
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Infinite Scroll

Kevin Pettifer - The Warden

by JASONSHOMOEROTICA on Apr 17, 2018
Gay Male

This is the third and last of a group of three related stories: Petty Officer Pettifer Pettifer the Gay Disciplinarian Pettifer – The Warden ***** CHAPTER 1 Kevin Pettifer: Warrant Officer Kevin Pettifer, to give him his full title, stood, cane still in his hand, and looked with a sense of great personal satisfaction at the richly welted, muscular arse...

Appointment for a Caning

by Artman4 on Aug 18, 2017
Gay Male

It took me several weeks to pluck up courage to contact Mr B again, after going to him for my first spanking. But I did finally contact him and told him how much I had enjoyed being punished by his firm hand and asked if I could visit him again. When he responded, I was overjoyed that he said how much pleasure he had taken from making my bottom sore and he w...

His Merciless Pastor

by Guy521 on Dec 24, 2019
Gay Male

Adam looked at the floor as Pastor Julian took a seat at the desk. No doubt his father had told the Pastor about what he had done. 'Look up at me son,' said Pastor Julian sternly. Adam looked up into Pastor Julian's eyes wishing the ground would swallow him up. He could see the disgust in the Pastor's eyes. Feel the judgement for the things he had done....

Hazing AJ

by Guy521 on Jan 28, 2020
Gay Male

AJ trembled as Jack lowered the fleshlight down over his pulsing cock head again. 'Please,' begged AJ 'please don't stop it this time. I need to cum so bad!' The room erupted with laughter and jeers, as the fraternity boys mocked their new member. They'd been tormenting AJ for over an hour, denying orgasm after orgasm. He was desperate to cum. 'You'll li...

A Soldier's Journey Ch. 01

by FenFenScreeScree on Apr 13, 2020
Gay Male

(This story is based on true events. Details have been changed to protect the identity of the characters) Sometimes, I worry if I've gotten too far in over my head... My journey through chastity play is not an easy one, and it's a path that many of my sexual peers would never have had the fortitude to walk down. Allow me to preface this story with what y...

Aaron and Amir Ch. 02

by S21K73 on Sep 14, 2017
Gay Male

Edgewick guided my lovely rival, still-sniffling, to the opposite corner. I listened for extra swats but didn't hear any, which I suppose was fair since he was freshly caned, whereas the burn in my bottom had had a chance to dissipate somewhat--while I got to watch a highly enjoyable show. The time in the corner passed slowly, but my cock stubbornly refused...

The Ingram-Lewis Chronicles Pt. 02

by JASONSHOMOEROTICA on Oct 15, 2017
Gay Male

PATRICK INGRAM-LEWIS - OLIVER'S FATHER A Homoerotic Short Story By Jason Land FOREWORD Subsequent to publishing the first story in the chronicles of the Ingram-Lewis family, the present Headmaster of Rigby School, having read the first account, kindly gave me access to documents from the school archives which throw a somewhat different light on the scho...

Petty Officer Pettifer: The Gay Disciplinarian

by JASONSHOMOEROTICA on Aug 18, 2017
Gay Male

This is the second of two stories about the early naval career of one, Kevin Pettifer, who aged eighteen, by dint of his own efforts, pulled himself out of a working-class dead-end existence in a northern English city and became a Petty Officer in the Royal Navy. Before reading this story, you should first read its precursor: The Making of a Gay Disciplinari...

Croquis Grotesque

by Ijhel on Aug 18, 2017
Gay Male

The sound of the key in the lock brings me back to the cell. I've been in this small dank room for a long while now and I'm not sure just how long. Without any windows, deep in the ground, it's hard to gauge time with anything like accuracy. All I am certain of is that it was March when I was arrested and some time ago I over heard Mellows telling Cartwright...

Invitation for the Weekend

by Artman4 on Aug 18, 2017
Gay Male

I visited Mr B a couple more times in the following weeks; once for another overnight visit, which involved a quite severe and prolonged caning from Mrs Walsh, whilst the second time was a summons at short notice just to "drain his balls", as Mr B put it. This lasted no more than a few minutes and simply involved me getting on my knees just inside his front...