Lesbian Headmistress Stories

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Another Visit to the Headmistress

by adoration on Sep 12, 2017
Lesbian Sex

My story "A Visit to the Headmistress", which appeared recently as a self-contained one-parter in the BDSM category, inspired this sequel for the Lesbian category, following a fan's request. I had read of Lee's visit to the headmistress on the Literotica site in "A Visit to the Headmistress" and it had aroused me. I have such a huge fantasy about being domi...

Ladies Network Ch. 07

by Maggie Red Rose on Sep 25, 2017
Lesbian Sex

Gayesha stood outside the Headmistress' office door at the Miss Jones' Academy from which she received a full scholarship to attend and finish her twelfth year of education because, although, she was beautiful, very intelligent, and had great potential to go far in the world, she lived in the small, rural town of Ratnapura, Sri Lanka, where her dad eked out...

Ladies Network Ch. 10

by Maggie Red Rose on Sep 25, 2017
Lesbian Sex

Each year a fundraiser was held by the Ladies Network on behalf of The Jones' Academy of which Rhoda Jones was Headmistress. Rhoda and her lovely Asian assistant Kiko had seduced Penny Kazantakis in her office to which she had been asked to meet with Rhoda under the pretext of discussing late tuition fees for her two daughters Penelope and Pamela. Penny wh...

The Second Domino Pt. 01

by Shaima32 on Jul 31, 2019
Lesbian Sex

Following on from Fiona and Harriet's story I've decided to continue the domino theory and focus on Helena, the headmistress at Fiona's school. In the First Domino I mentioned that Helena was also questioning her sexuality but still married, so let's see where this one leads us. I've included English translations of Swedish words within the story. ***** I'...

When the Pupil is Ready

by Roderickbottoms on Jul 14, 2020
Lesbian Sex

"Ms Holliday will be with you in a moment," the young Ms Dollar said cheerfully, motioning Samantha toward a nice leather chair arranged in the seating area of the headmistress's large, well-lit office. Samantha took a seat. "Would you care for some coffee or water or something while you wait?" Ms Dollar asked. "Some coffee would be great," Samantha said....

After Hours

by Bella_Nyx on Sep 15, 2017
Lesbian Sex

Dropping the phone back into its cradle Morgan leant back in her chair. She took in a deep breath, brushing her fingers back through her long auburn hair before exhaling. It was ridiculous the effect that woman had on her she thought, as she rose from her desk to fetch some water in a poor attempt to rid herself of the knots in her stomach. It was late in th...

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...

The Star

by darceyballerina on Sep 16, 2017
Lesbian Sex

Notes. Set is a boarding school for mature students. The schools is a performing arts college linked to a University for young women who want to pursue their education whilst still practising 'the arts'. All characters are 18+ ***** "Come on!" barked Headmistress. "Strip off, girls. We are none of us prudes here." Hiddala and Blanka pleaded with their ey...

The New Kidd on the Block

by albert1er on Oct 24, 2018
Lesbian Sex

Zoe Kidd, at the age of eighteen, had changed schools due to her father uprooting her and her mother three hundred miles from their home in the North of England down to the outskirts of London. She was a pretty girl, petite with blonde hair and sparkling blue eyes. The move meant more money for the family but for Zoe it was a huge culture shock. She was use...

Risk Versus Reward Ch. 10

by WaxPhilosophic on Nov 21, 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...