Lesbian Headmistress Stories

79 results
Orientation
Length
Source
Infinite Scroll

The Free Spirit

by fishingrod48 on Jan 22, 2020
Lesbian Sex

Although the character Virginia Peters is fictitious I have based her on two people I have known for many years where both are free spirits. Enjoy! *** I suppose I have been a free-spirited girl since my fourteenth birthday but after my eighteenth, I began to live life to its fullest being fiercely independent and living outside the norms of society. Some...

Adventures of a Sales Executive Ch. 04

by girlhoney on Mar 2, 2020
Lesbian Sex

It was a Saturday evening, Jane had booked herself into the hotel she had stayed in before and entered the nearby Pussy Kat Club. She looked around hoping to see Tasha, whom she had spoken to briefly the last time she had come to the club. Pulling up a bar stall she ordered a whisky with ice and a dash of sprite. The bartender had short red spiky hair and a...

Ladies Network Ch. 05

by Maggie Red Rose on Sep 25, 2017
Lesbian Sex

Several weeks had passed since Lady Rose's very successful lingerie and sex toy party hosted in her Victorian mansion in Piper Point in which Penny had been the centre of sexual activities and focus of attention for some of her Sisters of the Ladies Network. Seven of the guests, including Emily, owner of the Zambesi Dress Boutique where Penny had bought her...

Risk Versus Reward Ch. 18

by WaxPhilosophic on Jan 23, 2019
Lesbian Sex

Author's Note Risk Versus Reward is a prequel to Girl Friday and focuses on the story of Karin, the 'H.R. Lady' who provided Charlotte's rather unique interview experience when she was hired. You do not need to read Girl Friday to understand what's going on in Risk Versus Reward. But if you enjoy this story, Girl Friday should most definitely be on your rea...

Spanks for the Memories

by iraussieguy on Oct 19, 2020
Lesbian Sex

I sat there looking at the advertisement for what must be the 100th time. I don’t know why I bothered reading it because I knew it off by heart. “Spanking Services for Ladies only by mature, experienced. caring and understanding Auntie/Domme. First timers especially welcome. Make your fantasies come true. Contact Elizabeth and the phone number. God! I was...

Beautiful Married Teacher

by qualitywheat on Sep 13, 2017
Lesbian Sex

It was Andrea's week on night duty, she was a teacher at an all girls boarding school and she was one of five who rotated weeks about. She put up with it because it enhanced her salary greatly, and really it as boring, there were few problems that occurred that could not be left until the next day. Her husband wasn't too enamoured by her absences, but his...

Irish Eyes

by Shaima32 on Sep 15, 2017
Lesbian Sex

Marie stared at her reflection in the mirror, mildly guilty that she had been out drinking last night. Her head felt okay but she'd felt a little woozy this morning until she hit the exercise bike followed by a run and a shower. Honey blonde hair fell past her shoulders, the locks teased out to give her a wind-tossed look faintly reminiscent of a popular '80...

Yes, Virginia Ch. 02

by VMKane on Sep 14, 2017
Lesbian Sex

Chapter 2 : Pixie. I suppose a little scene-setting is overdue. When you came through my door, you found yourself in a bare windowless anteroom: one wooden chair, one set of drawers; plain lino floor; no pictures or mirrors; no shades on the light bulbs. To the left a door led into the headmistress' study, which did have windows but the curtains were alwa...

Risk Versus Reward Ch. 06

by WaxPhilosophic on Oct 9, 2018
Lesbian Sex

Author's Note Risk Versus Reward is a prequel to Girl Friday and focuses on the story of Karin, the 'H.R. Lady' who provided Charlotte's rather unique interview experience when she was hired. You do not need to read Girl Friday to understand what's going on in Risk Versus Reward. But if you enjoy this story, Girl Friday should most definitely be on your rea...

Risk Versus Reward Ch. 05

by WaxPhilosophic on Oct 9, 2018
Lesbian Sex

Author's Note Risk Versus Reward is a prequel to Girl Friday and focuses on the story of Karin, the 'H.R. Lady' who provided Charlotte's rather unique interview experience when she was hired. You do not need to read Girl Friday to understand what's going on in Risk Versus Reward. But if you enjoy this story, Girl Friday should most definitely be on your rea...