Inspection Headmaster Stories

12,642 results
Orientation
Length
Source
Infinite Scroll

Shaman Chronicles Ch. 03

by worldwarwalther on Sep 15, 2017
Sci-Fi & Fantasy

Well hello dear reader! The pre-exams are over and right now I am a free man ( or boy ) again. I hope the wait was worth it and I present you very proudly the third installment of the "Shaman Chronicles". Sincerely WorldWarWalther P.S. I really want to thank you guys for the awesome feedback you gave me and I hope your mind doesn't screem "HARRY POTTER" a...

Young Tommy Ch. 02

by mangrove jack on Sep 25, 2017
First Time

Tommy had to pinch himself to prove he was not dreaming. He was parked in a car with Jemmina Moore's beautiful stepmother. She had offered to drive him home if he ran an errand for her on the way. They had not gone far when she drove in behind some bush and turned off the motor. Mrs. Moore was magnificent. Tall and tanned her body was a magnet to his eyes....

Tales from the Guilds Ch. 05

by voluptuary_manque on Mar 5, 2018
Sci-Fi & Fantasy

In his capacity as Master of Assassins, Lord Downy was accustomed to receiving mail on the very finest of paper emblazoned with ancient sigil rings. He treated them with respect but never felt any exceptional need to treat them with expediency. However, in today's post came a letter emblazoned with a simple 'V' on black wax and that he opened at once. Though...

The Slow Bowler

by mangrove jack on Sep 13, 2017
First Time

Christine Morgan jumped in fright and turned when she heard her name. To her surprise a tall blonde young lad wearing a grocer's apron stood staring at her in supermarket aisle. "Were you speaking to me," she asked as the boy licked his lips and stared. "Yes Mrs. Morgan, I'm Craig Smith you don't know me but I'm in your daughters class at school. I'm sorry...

The Program Ch. 01-06

by IdeeFixee on Sep 19, 2017
BDSM

Chapter 1: How the Program works - exam, selection, installation, observation and accessories The Headmaster of exclusive Ansonia Academy was sitting by the fireplace in the Faculty Lounge with his younger colleague from a sister prep school in New England. They were drinking sherry at tea time, alone. In his mid-forties, the Headmaster was wiry, with stiff...

Bad Girl Ch. 1

by anneski on Sep 14, 2017
BDSM

She stood with head bowed in front of the Headmaster's desk, flanked by the head girl and her crony of a deputy. Her heart was pounding and she was very scared indeed. Anya had only been at this institution for a short time, but already she was finding that the discipline was like no other she had come across. She had heard of canings, and rumours of more,...

Teaching Professor Mahoney Ch. 05

by JubeCube on Sep 13, 2017
Erotic Couplings

The weather had turned cold over the week and everyone suited up in pants and jumper. Snow started to fall the day before last. Scarves, gloves and beanies were also present. I had even seen a few earmuffs. As the class entered the room they seemed to sit closer together for warmth. I noticed Lara wore grey track pants and a grey zip up jumper. A rainbow sca...

Tiny Way to Die

by drx84 on Apr 5, 2018
Fetish

Hi all, so this is a story that I have brought over from writing.com. This story was originally called "Tiny Way To Die," and it was originally created by a chap by the name of 'chaos'. Link to said story here: https://www.writing.com/main/interact/item_id/1381651-Tiny-Way-to-Die Now as for why I brought this story over from writing.com, well, I no...

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Service Provider Ch. 14-23

by IdeeFixee on Sep 19, 2017
BDSM

Chapter Fourteen — Sunday School When she'd gone to Mass as a teenager on the old Headmaster's orders, Janice had been struck by the appearance of the Father leading the service. He was tall and rough looking, with large, craggy features and recessed but gleaming dark eyes. He had also noted the presence of the gorgeous, sensuous young brunette sitting in t...

The Headmaster

by l8bloom on Sep 13, 2017
Erotic Couplings

After parking across the street from the aging brick building, I look both ways and make the sprint. My bag is heavy with gear but it doesn't slow me down. It couldn't possibly. I am here. The dark stairwell leading up smells of sweat. Probably somebody cleans it once in a while, but it will always smell this way. That's because the dojang is a sweaty place...