Headmistress Stories

651 results
Orientation
Length
Source
Infinite Scroll

Managing Melanie

by kinkqueen on Sep 15, 2017
BDSM

Janet was 43. She'd been a widow for more than two years, and for all of that time she realized how hopelessly incapable she was of controlling the misbehavior of her only child, her daughter Melanie. Janet's late husband had tried to discipline the girl, by grounding her and cutting off her allowance, but he'd had little success. And then Janet, on her own,...

A Song for Lara Ch. 02

by dan57 on Sep 19, 2017
Loving Wives

By Dan57 and Lara Lara shut down her computer and thought back to her email exchanges with Dan57. He had liked the pictures she had sent him but wanted her to send more explicit ones. She had cupped her breasts in her hands as he had told her but she had turned sideways so the light had been dimmed and her nipples were hard to delineate. Dan had promised...

The Diary of Jewel Delacroix Ch. 25

by BJGoodhead on Jan 22, 2020
Transgender & Crossdressers

The following contains themes of forced feminization, reluctance, non-consent, and other adult topics, so before we begin here are the usual disclaimers. This is porn, you must be over 18 to read this. If not, go away and come back when you are old enough. If you are old enough and this style of erotica isn't to your liking, then go find some erotica that is...

Riley's New Life

by EgmontGrigor2020 on Mar 30, 2020
Novels and Novellas

Chapter 1 One Monday evening, in a quiet south-west London pub, a woman, having a gin and tonic 'night cap', watched a pleasant looking guy approach her table. He asked politely with an accent Riley Ranfurly (32), couldn't quite identify, "Is this chair taken?" It was, because no one was sitting on it or the other five vacant chairs around the table. Rile...

A School Girl Crush

by Debbie on Sep 12, 2017
Mature

Gary was pissed off as the foreman informed him that he would be traveling to Auckland with two of the reps for their company to fix some chairs at a school in Auckland. They were leaving straight away as the school's headmistress had been on the phone complaining several times already. Gary had tried to get out of it but the foreman wouldn't take no for an...

A Life With Ups and Downs

by egmontgrigor2010 on Sep 12, 2017
Mature

CHAPTER 1 Claudette Jones was the only child of a Welsh solicitor and a French cabaret-singer-cum-goodtime girl who reformed at the time of marriage. Claudette had dark hair as a child but by the time she started high school she was a blonde and remained a blonde until she died tragically in 2005. The nature of her death at thirty would not have come as a...

The Girls College Ch. 10

by TF2123 on Nov 27, 2018
Fetish

To all the loyal readers of this story, especially the ones that have asked if I am going to finish it, the answer is yes. I'm struggling to write on a regular basis, but I have so many ideas for this story and it's only just beginning. Please be patient with me, it'll be worth the wait! ***** Paul Edwards, dressed in only a pair of light pink panties an...

Lessons Learned

by unblest on Sep 12, 2017
BDSM

She knew full well what they called her. She knew and reveled in it. The title of "cock tease" that so many young women took as an insult, she wore as a badge of honor. Oh she was not a virgin by any stretch of the imagination, but she only had sex on her terms, not an any other's. She chose to never relinquish control, never give up the dominance that seeme...

Long Term Nudity Project 2035

by zoejoey on Sep 14, 2017
BDSM

Hi folks, Zoe here. I recently submitted a story in Exhibitionist/Voyeur called the 'Long Term Nudity Project' right here on Lit and I haven't yet decided whether I will continue with it. However, the scenario has opened my eyes to other interesting possibilities that I would like to explore a little before I make my final decision on continuing with the lad...

A Sissy Saga Ch. 04

by Snurge on Sep 15, 2017
Novels and Novellas

The highly polished writing table was uncluttered, the only item encroaching its pristine surface being the letter of application Miriam Hancock had received from Emma Twist, the young woman who now sat stiff backed in the chair facing her. Miss Hancock folded her hands over the pieces of paper and gave the impression of ignoring them as she assessed the ca...