Gay School Caning Stories

7,585 results
Orientation
Length
Source
Infinite Scroll

The Brownstone: Charles Ch. 03

by jayjayk on Sep 14, 2017
Gay Male

(Author's Note: This is the third installment in the brownstone series. In reading order it is Michael, chapters 1 and 2, Charles chapters 1,2 and 3.) * When I woke up I was in my bed. There wasn't a part of my body that didn't hurt. The nausea I felt earlier reared its ugly head and within a moment of being awake I started throwing up. Peter just held my...

Ben is Taught about Discipline Ch. 04

by verdunsears on Feb 11, 2019
Gay Male

It was 1970 and I was a nineteen-year-old college student in England enjoying a weekend of bondage sex at a country farm house with my new friend Gary and with Malcolm the home owner, a dominating retired military man. ***** I dozed for the next half an hour or so, only half listening as the guys reminisced about old times and old friends. I was cozy and w...

A Mole in the House Ch. 05

by jayjayk on Sep 16, 2017
Gay Male

~*~*~*~*~*~*~A Mole Goes Down~*~*~*~*~*~*~ Prince Mohammed Abdullah Farouk Hussein Ali was the eldest son and direct decent of the Mohammed Ali Pasha Dynasty that ruled over Egypt from 1808 until 1848. Throughout the generations Abdullah's family retained its monarchal titles, and at his birth his father held him high in the air and prayed to Allah that thi...

Turning the Racist Teacher

by XTALES on Jan 9, 2019
Gay Male

(Gay, Twinks/Males, Submission/Domination, Interracial, School) All characters are 18+ Years Old. This story contains sex between 5 Black teenage students and their racist teacher. The teenagers dominates the teacher. The N-word will be used fairly often but in context, as the main protagonist is a racist teacher member of the KKK, also the students will o...

Breaking Lance Ch. 06

by martin_x59 on Sep 14, 2017
Gay Male

At the car the parking lot is deserted, "Ok strip," Vince says. "What? Out he.... OWW!" Vince swipes him hard across his ass. "Don't question my orders boy. Just do it!" Vince barks. Reluctantly Lance strips and hands his clothes to Vince who puts them in the back of the car. Vince then removes the butt plug and cock ring from Lance but puts a much bigger...

Bound and In Love Ch. 01

by Baby789 on Sep 26, 2017
Gay Male

This is for all of my readers who have asked for Thomas and Michael's story. Here it is... *** Sweat dripped into his eyes and hands roamed on all parts of his body but he didn't care. Michael ground his ass against the muscled man behind him and grinned widely as a Martini was placed in his hand from a pretty blonde woman. He tipped the drink to his lips...

Curse of the Black Porsche

by Coxswain on Aug 18, 2017
Gay Male

Nothing is what it seems Dedicated to tampabayed * "Sorry, Eddie. That's just the way it is. Buck up, you'll get over it." He smiled like a poker player, no humor. "You'll find another cock to suck." "Chucky! Don't leave me!" When Ed heard the restroom door close behind his ex-lover, he pulled the stall door shut, put his head down on his knees, and c...

The Ingram-Lewis Chronicles Pt. 03

by JASONSHOMOEROTICA on Aug 17, 2017
Gay Male

THE INGRAM-LEWIS CHRONICLES – PART 3 PATRICK'S SCHOOL FORTUNES SOAR – BEATING AND SEX GALORE. A Homoerotic Short Story By Jason Land CHAPTER 1 We left Patrick Ingram-Lewis at the end of his penultimate year at Rigby School, where he had been, much to his surprise, elevated to the level of Senior Prefect. He had revelled in his new role; after a timid...

Sebastian Finds Himself

by JASONSHOMOEROTICA on Aug 30, 2017
Gay Male

Prologue My business card is very discrete. It says quite simply Sebastian - Male Escort By appointment only Telephone xxxxxxxx For those unfamiliar with the term 'Male Escort', let me explain. It is a euphemism for a man who is a professional copulator, selling what is usually known as anal stimulation to his exclusively male clientele. Crudely put, a M...

Keon Ch. 03

by bjmichaels on Sep 14, 2017
Gay Male

I was sitting between Keon and Percy in the front seat of the car, naked except for sheer, pink panties with my hands inside their shorts holding their scrotums. Their balls were heavy in my small hands. We'd been driving over three-hours when we saw a 'Rest Area -- 2 Miles' sign. Keon pulled my head to his and kissed me on the lips. "Caress our pricks—mak...