Headmaster Stories

774 results
Orientation
Length
Source
Infinite Scroll

Frozen Mothballs Ch. 03

by WifeWatchman on Sep 17, 2017
Non-Erotic

This story is part of an ongoing series. The chronological order of my stories is now listed in WifeWatchman's biography. Feedback and constructive criticism is very much appreciated, and I encourage feedback for ideas. This story contains graphic scenes, language and actions that might be extremely offensive to some people. These scenes, words and actions...

Geneva School for Girls Ch. 06

by rmdexter on Dec 10, 2019
Mature

Roberts joined his colleagues for dinner that night, the staff room full of middle-aged men dining on beef bourguignon, one of the chef's specialties. Like everything else at the Geneva School for Girls, Headmaster Walker had spared no expense when it came to manning the school's kitchens. A lucrative salary, residence in a hilltop villa, and of course, a de...

Another Year at St Cat’s Ch. 01

by nightvoice2 on Sep 25, 2017
Novels and Novellas

Discipline and Dilemmas (1) ----------------------- Wednesday, 18 September ----------------------- Jenny Coombes rolled over and looked at the clock on her bedside table through half-open eyes. It was only half-past-six so she still had another hour before she had to get up to go to work. Her boyfriend, Derek, was still asleep, snoring quietly beside he...

Curing the Groper

by MelanieK on Sep 16, 2017
BDSM

At the time all this happened I was in the upper sixth form and in my last year at school. I got on well with all my fellow students and, being 18, I’d had quite a bit of experience with a number of the girls. I knew how to get a girl interested. A Few compliments about her good looks and figure and she was putty in my hands. As I was elected head boy I supp...

Gilmore Girls: Stop the Presses Ch. 01

by patricia51 on Sep 15, 2017
Celebrities & Fan Fiction

(Femslash. Rory/Paris/Ms. Peters. Notes. This story takes place after my story "Detention". As far as I can determine Ms. Peters, the faculty advisor for "The Franklin" never had her first name given. Therefore I have chosen one for her. As always, the characters are not mine. They are the creation of Amy Sherman-Palladino and belong to the WB and the CW. Th...

Schooling

by VGracen on Sep 12, 2017
BDSM

She sat angrily in the hard chair outside the office, glaring at the two aides who had apparently been assigned to watch her. “SO WHAT if I tried to run away last night...! I didn’t ASK to be sent to this STUPID school. It’s not my FAULT that my mother died and that my stepfather “just can’t handle me” any more! SO WHAT if the drinking and drugs and parties...

The Headmaster's Room Ch. 02

by Mag58 on Sep 12, 2017
Fetish

When the bell rang for the end of the morning lessons at 12.30; I was strangely disappointed at not having been called back to Mr Skinners' office for him to finish my punishment in his study. I ate lunch with some girlfriends then hung around the gym buildings smoking cigarettes and talking about a party that we were going to on the Saturday night. As the b...

Detention Pt. 03

by Croony on Sep 15, 2017
Mature

Toby Johnson had a fitful sleep recalling all the things that had happened that afternoon. How he'd been seduced, sucked and fucked by Mr Gayson, his music teacher, while his mother had been used and abused by his headmaster, Adam Jones and Mrs Smith, the school secretary who when Mr Grayson left came to the bedroom he was in and sucked and fucked him for t...

Sexslave Acadamy

by daphneamber377 on Sep 12, 2017
Novels and Novellas

-This is a story set in a future dystopian society, a society in which there are way more women than men. The first few chapters basically builds a backstory. If you don't want to be confused later on about different things, please read patiently. Keep in mind that no one in the Academy, both male and female, is below the age of 18. Any younger children ment...

Another Year at St Cat’s Ch. 05

by nightvoice2 on Sep 25, 2017
Novels and Novellas

Reality Stings ------------------ Wednesday, 9 April ------------------ It was the kind of bright, airy spring day that felt warm when you were in the sunshine, but made you shiver if you were caught in the shadows, the cold, northerly breeze nipping at your ears and nose. Along the path that led down to the river the cherry trees were in full blossom lo...