Headmistress Spanking Stories

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Infinite Scroll

Birds of Prey - Twisted Desire Ch. 01

by Ryswell on Jul 15, 2020
Celebrities & Fan Fiction

Hello, Readers. I am happy you decided to check out my little story here. This is not my first crack at writing an erotic story, but it is my first time writing one within a world created by someone else - or in this case, created by a great number of someone elses. I've always been a fan of DC Comics - and comics in general - but the Birds of Prey have alw...

Fairfax Academy Ch. 03

by eyeglitter on Sep 13, 2017
Exhibitionist & Voyeur

The dormitory at Fairfax Academy was something out of the eighteen hundreds. Instead of modern college residence halls, where students lived two or three to a room, the Fairfax girls slept in large rooms that spanned the entire length of he building. The four floors of the building each housed one class. Freshmen on the lower floor, and seniors at the top. E...

#4's Auction

by LiseKLord on Sep 11, 2017
BDSM

Two house slaves led her into the chamber. She was dressed - more like decorated - with shining gold cuffs on wrists and ankles. Two moderately heavy and equally bright chains linked wrists and ankles. Her hair was perfectly coiffed high on her head to show she was collarless. Earning a collar was partly the point of the auction, after all. Her make up was f...

Asking For It

by Ashson on Sep 13, 2017
Erotic Couplings

About once a month the school where I work has a casual clothes day. There are rules about what the students can and can't wear. The rules are stricter for the girls than the boys but that's the way things are. It may not be politically correct, but it is common sense. Notwithstanding these rules, and the rather strict way the Headmistress interprets them,...

The School of Desperation

by lunaswift on Sep 25, 2017
Fetish

Chapter 1 An unusual biology lesson "Please don't make me go in there. I don't want to." Emma had spent most of the journey pleading with her father like this. It hadn't worked. He stared out of the window at the students heading up the steps and disappearing inside. They all looked so studious, businesslike. He liked the thought of his daughter studying...

The Headmistress and Her Professor

by MelisandexAnafiel on Sep 16, 2017
Sci-Fi & Fantasy

Melisande waited for when she was supposed to meet him, pacing her room. He hadn't spoken to her since they'd left the armory yesterday morning. Would he be there? Had he changed his mind? Was this a mistake? The knots in her stomach made each second of her life ticking away into agony. She couldn't take the waiting. She sat on the edge of the large bed, exh...

A Sissy Saga Ch. 06

by Snurge on Sep 15, 2017
Novels and Novellas

The following day was Sunday. Margaret Pardoe never resented being duty-tutor on a Sunday, it was the only day of the week without any kind of formal lessons and she was only responsible for overseeing the pantywaists when they strolled outside in the grounds. That said, much of the time she could idle away in the headmistress's study in pretence of monitori...

Naughty Naomi Ch. 02

by toocold on Sep 19, 2017
Fetish

This is a continuation of my last story but gets dirtier, so if you prefer toilets to be used for toilet needs rather than panties, this may not be for you... Imagine being sexually aroused at work -- the naughty frisson of your personal excitement sneaking into your professional life for a second or a few moments. Now, extend that -- imagine being sexually...

David's Tall Girls' School Ch. 07

by Thorilla on Sep 19, 2017
Fetish

(It was late autumn of 1960 and I was 20 years old and was following my hobby of bird watching. I had unfortunately been detained by Amelia Wiff-Naseford, headmistress, for being a Peeping Tom in the grounds of 'Dentwood Finishing School for Tall Girls aged 18 to 20 years old'. There were 120 girls registered at the school. I had decided not to get the pol...

Fairfax Academy Ch. 04

by eyeglitter on Sep 13, 2017
Exhibitionist & Voyeur

Dr. Kroft was seated behind her intimidating mahogany desk with her eyes lowered to the official looking document before her. Luke Ryder, the teacher who had caught Emily in the act of breaking several school rules the previous evening, was standing behind the headmistress's high backed leather chair. He met Emily with a sympathetic half smile as she entered...