Headmaster Stories

774 results
Orientation
Length
Source
Infinite Scroll

Sun Kissed

by Hand_On_The_Quill on Mar 31, 2020
Loving Wives

Sun Kissed Sorry it has been so long. Usual warning applies. This is a hotwife/mild cuckold story. If your version of 'Loving Wives' is romance and monogamy, just move on. It all started with the job that I didn't particularly want. Everyone said I was crazy for not wanting it. They shook their heads and muttered in an exasperated way about how Tom was bei...

The Cruise Pt. 04

by nigelver on Oct 5, 2020
Loving Wives

Set in a world of no Covid, S.T.D.'s or unwanted pregnancies with all active participants over the age of 18 with endless energy. Thanks for all the comments. Much appreciated! Many thanks to Brian for his lessons on the 'split comma'! ***** Veronica defiantly returned Tom's piercing gaze until her eyes submissively dropped and he said in a firm voice....

The Cruise Pt. 01

by nigelver on Sep 14, 2020
Loving Wives

Set in a world of no Covid, S.T.D.'s or unwanted pregnancies with all active participants over the age of 18. *** "Yes, OK then, but not out here in the corridor like a couple of teenagers, you had better come inside?" said Veronica as she unlocked the cabin door and let Tom follow her inside. They had met earlier that day during her companion Elizabeth's...

After the Ball

by barabajagal001 on Sep 13, 2017
Erotic Couplings

Notes: (1) The main male character's name is Caelum, intended to be pronounced "Ky-lum." (2) This is the first time I have tried to write in quite this style, so I apologize in advance if any of it comes off sounding silly instead of sexy. (3) I do take a bit of time coming to the point, but I promise we do get there in the end. ***** A sea of adolescent g...

The Headmaster's Office 05: Wedding Cake Island

by blin18 on Sep 26, 2017
Group Sex

Author's Note All characters appearing in this work are over the age of 18 and are fictitious. Any resemblance to real persons, living or dead, is purely coincidental. Earlier Today... This is a continuation of my previous stories: Ingenious Toys, and Dirty Talk. Briefly, this is what has happened so far: I was bikini shopping with Rupali before a trip t...

Calista's Dungeon Ch. 29

by JamesLacy on Sep 15, 2017
BDSM

This story is the property of the author. It is not to be changed in any way, nor published or shown at other web sites without the permission of the author. Please provide feedback, if you choose. All comments appreciated. * The rain pelted Calista as she hailed a taxi outside Heathrow airport in London. The cab pulled up to the curb and Calista hopped...

Her Game Was Passion Ch. 04

by venomlegions on Sep 16, 2017
Novels and Novellas

-one- Fifteen minutes later back in my motel room, just as I opened the door, the telephone was ringing. "Hello." "Scott Norton?" I didn't recognize the voice. It was low and soft, a man. "Eddie Schwartz," he said. "I use to know a buddy of. yours back in Pittsburgh. I saw your photo in the paper last week. Remember Audie Miller?" Who would forget...

The Headmaster's Office 03: Ingenious Toys

by blin18 on Sep 19, 2017
Toys & Masturbation

Author's Note All characters appearing in this work are over the age of 18 and are fictitious. Any resemblance to real persons, living or dead, is purely coincidental. Foreword If you haven't already read The Headmaster's Office and Fantasy Night, now might be a good time to do so. It provides the back story for Belinda, Mr Gallows and Rupali; much of whi...

Bitter Fingers

by Philyabutt on Sep 12, 2017
Loving Wives

Another sunny school morning, Monday morning to be precise, and John Lock waited by the stile for his first love Margaret Short. They walked across the field together, every weekday, to school. The field was the next one to John's garden and a few hundred yards from Margaret's house. At the bottom end of the field was a long gravel track that went slowly dow...

A Wicked Stepfather Pt. 02

by Egmont0409 on Sep 14, 2017
Novels and Novellas

CHAPTER 3 Jenna, wearing a burnt orange halter dress glimpsed Eliot at a table but without making eye contact. Determined to rope in her man she posed at the reception desk, standing at an angle with her back to Eliot giving his roving eyes the chance to see her legs. Approaching the table with a friendly wave Jenna hoped he'd noticed she was wearing seamed...