Schoolgirl Caning Stories

8,898 results
Orientation
Length
Source
Infinite Scroll

A Sissy Saga Ch. 16

by Snurge on Sep 15, 2017
Novels and Novellas

It was after supper, but the evening sun still shone through the lofty windows of the gymnasium to catch dust particles floated weightlessly in its slanting streams of light. A naked young man who promoted the delicate aura of a fragile girl stood fumbling over his words before the seated figure of Miss Twist, groping helplessly for an excuse to explain the...

Awakening Miranda Pt. 03

by Sputnik57 on Sep 15, 2017
BDSM

The following morning, Miranda smiled with content as Clarissa and the ladies led her into a plush lounge which looked out onto a larger room through a two way mirror. There, on a bed at it's centre, lay the trussed and naked form of Lee Baker. Clarissa had her recline on a soft leather sofa while the redheaded Mimi brought a hooded male in on a leash, havin...

Rachel Ch. 02

by maudecardy on Sep 13, 2017
Transsexuals & Crossdressers

This story features mf and mm and mfm activities. If you don't like the thought of this, please don't read it. It's also based in England, using UK English. Your feedback will be welcome! Our First Meeting Continues Janice and I lay together for a while, coming down to earth again, then I realised a perfect finish for this particular love making session. I...

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 Fantasy

by alanadale on Sep 15, 2017
BDSM

It was the third time she'd driven past the house, trying desperately to overcome her nerves, to calm the knot in her stomach and the tightness in her chest. This time she stopped, drawing into the kerb and parking opposite the small detached house, set well back from the road. Her thighs trembling, her palms wet on the steering wheel, she rested her head o...

An Interesting Job

by dandanger on Nov 6, 2018
BDSM

"Buy me one of those." An attractive woman, maybe mid-thirties slid into the stool next to me at the hotel bar. She was dressed in an immaculate black business suit matching her dark, slightly curly hair, and carrying a long thin leather bag. She caught me glancing at her thighs as her slightly too short skirt rode up and quirked her lips at me. "Well?" I...

University Halls of Residence

by djt_one on Sep 19, 2017
BDSM

Lucy was thrilled to be offered a place at Carbeach University for a media studies course. It was a two year course and was far enough away from home to mean she would have to stay in the Halls of Residence. The University student accommodation wasn't the normal big blocks with students all crammed into dormitories, but individual houses each taking 10 stude...

An African Misadventure Ch. 02

by MarkCane on Sep 14, 2017
Interracial Love

Life in the colonies was not always a congenial experience for the ladies. There was little to do much of the time. Of course all the Europeans had servants, so housework and cooking was taken care of. They were pampered, but bored. Cynthia Petherington missed the excitement of London life - the parties, the shopping in the fashionable streets, tea at The Ri...

The Party's Ripe for Caning Ch. 05

by lesliejones on Sep 19, 2017
Fetish

This is a series of stories about the impact of the new female teachers at the traditional school for boys 18 and over, Hamilton Hall, dedicated to preparing them for college but insistent on retaining corporal punishment. The school first hired Linda Crawford and now has both enrolled girls over 18 and brought on two more female teachers. There is some refe...

David Gets an Introduction to Kink

by Slowandeasy47 on Sep 17, 2017
BDSM

I suppose I have always been interested in spanking, the thought of tight white cotton briefs stretched over a beautifully formed female bottom was every schoolboy's fantasy. Administering a gentle spanking and, perhaps, pulling the panties down over the fleshy rump and smacking the bare buttocks was frequently one of mine and it usually ended in a lovely ju...