School Caning Stories

106,204 results
Orientation
Length
Source
Infinite Scroll

The Party's Ripe for Caning Ch. 03

by lesliejones on Sep 19, 2017
BDSM

[This story takes place in a prep school which prepares pupils for three years after high school for university, from ages 18-20. Previous chapters explored Miss Crawford's introduction to the strict disciplinary regimen as the first female teacher of the boys' school.] Linda Crawford now had completed her second full year as an English teacher at Hamilto...

Jaime-Lynne's Anal Reaming

by Abeja on Sep 26, 2017
Anal

I was lying on my stomach recovering from a massive orgasm with Seamus' huge fat cock buried up my snatch. I could feel his cock pulsing and throbbing. I had just finished being driven through my second orgasm. The first one was almost simultaneous – I had started coming first and was writhing and screaming when Seamus, riding me hard, fired his load up my s...

Fantasy 02

by DMaster_14 on Sep 14, 2017
Erotic Couplings

Cindy stood on impatiently on the porch and rang the bell. She was dressed in brown loafers, ankle socks, a pleated short plaid skirt, and white blouse with blue blazer. Her short brown hair was held back by a blue headband and her brown eyes were clear of make up, as was the rest of her heart shaped face. Her measurements were 36B, 24, 36 and at 5' 8", her...

The Caning of Her Life

by canedreamer on Sep 14, 2017
BDSM

She answered the door just as he had taught her previously, wearing nothing except the wrist and ankle restraints which made noises when she walked from the clips on the end of them. She always walked more gracefully with the restraints on to minimize the clicking noise but it was still there regardless. All of the implements were laid out for him to pick an...

The Party's Ripe for Caning

by lesliejones on Sep 19, 2017
BDSM

It was a most unusual change for the boys in the senior class at Hamilton Hall, an elite high school, when the Headmaster, Mr. Henderson, appeared in their class to introduce them to their new home-room teacher, Miss Linda Crawford. First of all, there had never even been a woman teacher at Hamilton Hall, much less one so young as Miss Crawford, nor did it s...

A Student's Revenge

by Bazzza on Sep 13, 2017
BDSM

My last year of school was a bit of a holiday. My best mate Trev and I mucked around most of the time and we caused as much mayhem as possible. At seventeen years old we thought we were god's gift to the girls and harassed them at every opportunity. We were also the masters of practical jokes and we took every opportunity to have as much fun as possible. The...

Wishes Can Be Dangerous

by Too-Kay on Sep 13, 2017
BDSM

A Cautionary Fantasy Having finished my latest erotic novel, I put the book down and sighed, "I wonder what it would be like to be fucked and whipped or beaten and fucked again and again - all the while being strapped so I couldn't get away. I wish it could happen to me like in that book." Although I was naked, I wasn't cold, and I rubbed my pussy as I p...

Daisy's Retraining Pt. 03

by MissTeachers on Dec 19, 2018
BDSM

Daisy gulped as a supervisor told her to mount the stairs onto the stage and take her place in front of the audience for her strapping. Already the tears clouded her eyes and she had not yet even been through the broadcasting of her sentence let alone her hair cut, undressing or beating. Mr. Hamilton began, "Offences. Failure of uniform inspection - two oc...

The Feared '57' Ch. 05

by lesliejones on Sep 13, 2017
Fetish

This story will make more sense if you read the previous instalments. All of the characters are 18 or over--the school is a college preparatory institution that only accepts students who are age 18 or over. Much to her pleasure, things had finally settled down at school for Janet Saunders. The thirtyish English teacher had endured a disastrous introducti...

Bar Work

by djt_one on Sep 17, 2017
BDSM

Julie was devastated when she was made redundant from the local factory where she had worked as an office junior since leaving school. It was all she'd known for the last two years, and now she found herself just turned eighteen, unemployed with no savings and a sizeable credit card bill to pay following her recent holiday to Spain. After a fruitless mornin...