Gay Cane Stories

295 results
Orientation
Length
Source
Infinite Scroll

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...

Correction by Mr. Kayne

by goodtimes21 on Aug 18, 2017
Gay Male

Some of this is true and it then develops into fantasy. The reader can decide at which point the true departs. * I was in my very last year of school, 18 years old, excited and frustrated about sex of all kinds. Horny. Very. Girls, men, anything. My friend Max and I headed off into the school woods. We used to play a bit together sometimes, we were horny...

Sedley, Schoolmaster

by justincbenedict on Aug 18, 2017
Gay Male

SEDLEY, SCHOOLMASTER "Who's that fellow in the picture" Submissive Stuart's Master Fenton asked him one day while Stu was licking Fenton's boots in his office. Stuart looked up and noticed Fenton looking at the old painting of Stu's bewigged ancestor. "Oh, that's my great-great-great-great maternal grandfather, Sedley Codrington, Master Fenton. I don't...

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...

My Brother, My Slave Pt. 04

by WoeIsMe on Aug 28, 2017
Gay Male

A/N: This story contains gay sex, incest, BDSM, reluctance/non-con, vampires (and as such there will be references to blood) and some chapters will contain group sex. If any of this makes you uncomfortable, don't read on. Jacob slid from the bed and waited on his hands and knees. I attached the leather leash to his collar quickly. I held the cane and wris...

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...

Spanking Mode with Danny

by alexcarr on Aug 18, 2017
Gay Male

Peter says:- I adore being spanked if it is especially giving pleasure to my spankee. It stings of course but there is a certain divisor when the hurt can be made pleasurable when you have an experienced spankee like I do in Sir. His real name is Danny but that is how I must address him when he sessions me. And when the hurt becomes intense, a little strok...

A Male Escort by Accident

by JASONSHOMOEROTICA on May 1, 2018
Gay Male

CHAPTER 1 Hi guys; my name is Jeremy; I'm a Chicagoan and I'm what is euphemistically called a Male Escort. Any guy who does not go around with his head in the sand knows more or less what I do when they hear that I am a Male Escort, but frankly I don't know where that expression comes from, for escorting, which implies accompanying someone somewhere, usual...

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...

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...