Headmistress Stories

651 results
Orientation
Length
Source
Infinite Scroll

Tales from Old Shanghai 01

by ChloeTzang on Feb 12, 2019
First Time

© 2019 Chloe Tzang. All rights reserved. The author asserts a moral right to be identified as the author of this story. This story or any portion thereof may not be reproduced or used in any manner whatsoever without the express written permission of the author except for the use of brief quotations in a review. And as always, a warning from Chloe: This is...

A Day in Gotham - Batgirl Wins 02

by duke1951 on Sep 19, 2017
Celebrities & Fan Fiction

((Authors Note -- This story follows 'A Day in Gotham - 9 - Batgirl Wins 01'. As with all multipart series, it's best read after the first episode, but I've tried to make it stand on its own as far as possible. In brief though, this follows a part of Batgirl's life where she's been through a long recovery and rehabilitation period after the near tragic e...

A Game within a Game Ch. 03B

by doberinca on Sep 16, 2017
Transsexuals & Crossdressers

Author's Note: This is the third story in the chain "A game within a game." Special thanks to my editor NJLauren. Chapter 3B The session with Cathy After a long absence Rob visited Cathy again. Both Marion and Helena had encouraged him to do so, in order to control his anger. Rob drove to Cathy's house, with mixed emotions: it would be exciting, Helena...

All Girl's School: A Cunt Fest

by silkstockingslover on Jul 8, 2019
Illustrated

Editor's note: this story contains scenes of incest or incest content. Summary: A teacher's lez side is awakened by a hot teen. All characters in sexual situations are 18 years of age or older. Note 1: This is a Nude Day 2019 Contest story. Note 2: This story was inspired by this caption photo by @Mistressr3: At the top was the following text: Ever si...

I Never Heard The Comma

by AJPhynn on Sep 19, 2017
Loving Wives

Author's Notes: The inspiration for this story came from reading comments posted to one MSTarot's stories, lamenting its poor grammar, while itself being even less grammatically correct! It is dedicated to all those authors who have given me such enjoyment with their offerings -- MSTarot, DQS, Rehnquist (where are you?), SS06 and others. Like the stories I...

Tales of Decadence - Dark Elf Town Ch. 05

by EstebanMamono on May 29, 2018
NonHuman

In the lewd town of the Dark Elves, postal service is a point of pride. And of course, human slaves are used, for three reasons: 1 - Most monster girls aren't dedicated to anything other than thinking about sex. 2 - And those do demand more than economical for postal service. Even free humans needed more than a paltry sum for keeping a household. 3- It's...

Thanks Be

by Nakod Apa on Sep 16, 2017
Romance

THE FIRST GLIMPSE I ever had of the girl was her naked arse. I'd been leading Wilful, my donkey, round the side of the barn when I heard smothered squeals and the flunk of a hand striking bare flesh. Trim, round and reddened from the impact of the farmer's hand it pointed solidly toward the evening sky as he held her bent over a saw-horse; legs spread, her...

It's Always Time Act 01

by Oblimo on Sep 19, 2017
NonHuman

Act One: Boy Meets Goo Chapter One: There Ain't Nothing in the World… Dee reached into the refrigerator, peeled off the cellophane sealing the wide mouth of the metal mixing bowl, and chickened out. "I can't do this," he said. He tipped the bowl and took a long, hard look at the Jell-O inside. The surface shone in the fridge's light but did not shift. The...

John and Ellen Ch. 00: Prelude

by MiddleAgedMan on Sep 13, 2017
Exhibitionist & Voyeur

This is a resubmittal of my first three stories, 'The Unsuccessful Voyeur', 'The Red-haired Student' and 'Busted!' edited into one. When I first started out, I was unsure of my plans for this story, but it grew and grew as my creativity was let loose. I realized I wanted to expand on this and make a series, and so I decided to edit the title and combine the...

Peaceful Easy Feelin’

by The Wanderer on Sep 15, 2017
Romance

My thanks go to Techscan and LadyCibelle for their kind assistance with the editing of this story and correcting the usual clangers that keep my critics so happily amused. But I'm sure you'll find something you don't like in the story somewhere. Foreword: I know that some people will say that the hero in this story is manipulated by at least one of the oth...