Gay School Caning Stories

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Infinite Scroll

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...

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...

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....

A New Broom Sweeps Clean

by JASONSHOMOEROTICA on Aug 17, 2017
Gay Male

A Homoerotic Story By Jason Land FOREWORD This story covers a two year period in the life of one, Dr. Andrew Waterlow, a brilliant Oxford classist who turns to school teaching as a profession, but who who is finally appointed, aged only thirty, to a research professorship at the University of Oxford. Depending on context, he is variously referred to in t...

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...

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...

The Ingram-Lewis Chronicles

by JASONSHOMOEROTICA on Aug 17, 2017
Gay Male

THE INGRAM-LEWIS CHRONICLES OLIVER'S FIRST SCHOOL DAYS A Homoerotic Short Story By Jason Land This is the first of a series of, stand-alone, short stories set in the early part of the twentieth century, concerning the life and times of members of an English upper class family, the Ingram-Lewis's. ***** The cane was tapping gently across a splendid pa...

Mr. Kayne Again

by goodtimes21 on Nov 27, 2017
Gay Male

My time at the receiving end of Mr Kaynes distorted affection stayed with me for a long time after. My ass was sore that night from where he had pushed his cock up inside me and the marks he had left with his cane on my 18 year old and peachy white bottom. It took days for these to fade away. That same night I slid my finger up inside me. My stretched red h...

The Head Boy's Fag Ch. 02

by JASONSHOMOEROTICA on Oct 15, 2017
Gay Male

THE HEADBOY'S FAG - CHAPTER 2 THE FAG'S PROGRESS AT OLLERTON COLLEGE A Homoerotic Story In the first episode of this story, our hero, the Honourable Timothy Edward Clive Lattymer-Smith, the second son of the fourth Lord Lattymer of Adel-cum-Eccup in the County of York, had found himself selected by the Head Boy, Sebastian Jeremy Mottram, of Ollerton Schoo...