Lesbian Headmistress Spanking Stories

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Risk Versus Reward Ch. 14

by WaxPhilosophic on Jan 7, 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...

Risk Versus Reward Ch. 08

by WaxPhilosophic on Nov 6, 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. 01

by WaxPhilosophic on Sep 12, 2018
Lesbian Sex

A young woman's journey into submission. * Author's Note If you are a regular reader of my work on Literotica then you are no doubt aware of the characters of Mistress Natasha and her lovely submissive wife Charlotte. And if you happen to have read their very first story entitled Girl Friday, then you also know how the two of them met. You may even rememb...

Risk Versus Reward Ch. 21

by WaxPhilosophic on Mar 13, 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...

Surprise for Amy Ch. 02

by wordsmith on Sep 16, 2017
Lesbian Sex

Surprise for Amy 2: Lust in London Amy and Ayesha’s adventure continue. Blonde Amy has just arrived from her Canadian college for a week in London, and her first night is spent with sexy Asian Ayesha. The girls awoke, entangled in sheets and each other. For a moment, Amy hung back, but Ayesha embraced her and so they kissed and smiled and kissed some more....

Daphne Green: A Beginning Journey

by silkstockingslover on Oct 10, 2017
Lesbian Sex

Daphne Greene: A Beginning Journey Summary: At an all-girl college, an 18-year-old discovers lesbian sex. Note 1: This is dedicated to Strange Buddy who suggested the idea. Note 2: I have been asked for years to write an original story focused on Daphne Greene. You can read about her as a minor character in a few stories, starting with the Bedding the Bab...

The Bag Lady and the Domme Ch. 02

by bigrimmstales on Sep 12, 2017
Lesbian Sex

In part one, Jessica Harmondon-Smithers, a successful city businesswoman finds an old friend apparently destitute in her neighbourhood. The woman, Clarissa Stocks-Johnson was a model and Jessica's schoolgirl crush at their expensive boarding school. She takes her in and tends to her, releasing a dominant and bi-sexual tendency that has lain suppressed and un...

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...

Love and Lust Pt. 01

by Average_Student on Sep 28, 2020
Lesbian Sex

Brooklyn dropped her kit to the floor and sat on the edge of the bed to untie her trainers. lacrosse was never her favorite sport, but she still hated losing. At five foot tall and only weighing a little over a hundred pounds, she wasn't exactly a force of nature. Normally her quick feet would keep her competitive, but the muddy pitch had worked against her...

A Night at Millicent's

by Smokey125 on Sep 12, 2017
Lesbian Sex

Smokey Saga #60: "A Night At Millicent's" ***** Sixty! Another Smokey milestone. Enjoy, bibliophiles, this one's for you! Forgive me if I left out anyone's preferred sections laying out this little shop of wonders. This story is dedicated to you, Reader—yes, you; you rock!—and also to any British fans I may have, in particular. This story highlights my Ang...