Headmistress Stories

651 results
Orientation
Length
Source
Infinite Scroll

Lords of Eros Ch. 12

by BradentonLarry on Jun 1, 2020
Novels and Novellas

12. Return to Eros Dinner went well, with the fact that Evelyn was an entirely new factor helping to distract from the way Don was being oddly fuzzy about how his teaching and life (here in this world) had been going lately as well as any tension Tascha was introducing to the mix. Internally, Tascha was a roiling ball of stress. She had put off telling Sara...

Danielle Ch. 04

by sexgundam666 on May 7, 2019
Sci-Fi & Fantasy

Her clothes were tighter yet again. Flesh squished against the cloth, bulging from the neckline as she struggled to keep her bra and shirt on. She sighed once the worst was over and worked on yanking her pants into place. They slid over her calves then staggered at her thighs. Fat squeezed over the waistband. Danielle scowled at the sight. Perhaps that was t...

A Bimbo is Born!

by AAnderssen on May 21, 2019
Fetish

Gwen opened her eyes for a second before clamping them shut and (with a moments resistance), arching her back as a yawn burst out that she only just managed to cover with her palm. As she lay back, deep into the pillows and the soft mattress, she gently pushed a strand of hair behind her ear that had fallen across her face tickling her nose. Then after light...

Drow's Dilemma Ep. 104: Moving

by DrowsDilemma on Nov 4, 2019
Sci-Fi & Fantasy

Author's Note: A Drow's Dilemma began as a one-on-one roleplaying project and has been converted into a chapter-by-chapter format for weekly posting with the permission and assistance from my partner. It will contain a considerable amount of sexual themes such as femdom, lesbian, straight, 'reverse' rape, BDSM, group sex, romance, and other themes. The main...

Crucifix

by coldcomfort on Sep 16, 2017
NonHuman

The wind swept in off the coast, whipping the leaves from the trees and plastering them against Becca's legs as she made her way home. Normally she would have appreciated the wild beauty of this but tonight she was in far too much of a hurry to get home. She had been in this town for close to two months now and still felt no more welcome than a cat burglar....

Lucian Ch. 09

by angiquesophie on Sep 14, 2017
Transsexuals & Crossdressers

Why do we still think airports are places of glamour? Why not call them the meat-packing factories they are, pushing long sausages of passengers' flesh through portals and detector gates? Tourists, businessmen, and all kinds of other travelers milled around the halls and corridors of Washington's Dulles International Airport, spreading sweat and heat and...

Libby's Birthday Surprise

by oldiethevoyeur on Sep 17, 2017
Loving Wives

Dear Readers, This is the first of a series I will be writing featuring the true sexploits and fantasies of the couple featured here. They have their own liberal 'lifestyle' which they love and adamantly refuse to be judged by anyone as they follow their chosen path. 'Libby' is the sexiest, loveliest girl I have spoken to for years. She knows exactly what...

A Sissy Saga Ch. 20

by Snurge on Sep 15, 2017
Novels and Novellas

Mrs Boroclough lived alone, but her house was the biggest in Peasmarsh. It had tall windows with ornate guards, and a polished copper plate fixed on the wrought-iron gate engraved with her name - as if everyone for fifty miles around didn't know who she was. It was far too big for a widow-woman who's children had grown-up and departed, but she insisted that...

Working Relationship Ch. 11

by Jonnyflies on Aug 31, 2017
Fetish

John was in the spare room wearing a nightdress and a pair of her panties when Sarah entered. He had been sitting on the bed, waiting for her but as soon as she opened the door he stood up. He looked a little ashamed, like a little boy caught doing something naughty, as if being caught wearing her things would get him into trouble. Sarah put the drinks down...

Rajani's Black Hole

by hairysurfer on Sep 13, 2017
Fetish

It was a family business and Rajani had been working there ever since gaining her doctorate at Cambridge some six years ago. SHORTS was an accounting firm of some standing in the city. Founded just before the war it been handed down through three generations to her own father who had worked himself to an early grave some two years past. Rajani, being the mos...