Headmaster Punishment Bdsm Stories

61,534 results
Orientation
Length
Source
Infinite Scroll

Sandra's Summer Job Ch. 04

by mollyj on Sep 15, 2017
BDSM

Sandra woke first. She slipped out of the bed. It was strange to be able to move without Mary in tow. It seemed like she had always been chained to Mary. Sandra went into the bathroom. She dialed in her bath. Sandra set the water temperature high. Sandra loved to be cradled in hot water. Sandra was reminded of her love making last night, when she slipped in...

Anica's Annual Auction

by glossophile on Sep 14, 2017
BDSM

It was 8:30 PM, thirty minutes from closing, and Ian sat at his work station in the kitchen design studio where he worked, a portion of a long counter facing out toward the showroom. His place at the end in the corner by the wall was a perk of his rank as assistant manager and it allowed him to the turn his computer screen at such an angle that it could not...

Learning to Submit Ch. 10

by kitten_d44 on Jan 20, 2020
Novels and Novellas

Author's Note - This story is filed in Novels but is heavily BDSM in nature so feel free to skip over it if that's not your thing! Thanks everyone for continuing to read and support this story! For those just jumping in here, I recommend starting at chapter 1 to fully understand the characters and background. Thanks also to ftw752 for continuing to give...

Laura Love Ch. 06

by Long2bLocked on Jun 25, 2019
BDSM

Note to readers: This series is a continuation of "Laura's Femdom Empowerment". You should read that series before this one. ***** Chapter 6 A Match Made in the Dungeon Shortly after I got off the phone with Alexis I received a text from Pixie, "Are you available tonight? I have a request for a session." I replied, "You don't mean the session with Beez?"...

Ethan's Grace - Exhibitionist Scene

by D_Lynn on Sep 12, 2017
BDSM

Author's Note: This story was originally submitted in the Chain Stories category as part of the FAWC experience. I'm resubmitting it in the proper category so that readers following this couple can locate it. This is the continuing story of Ethan and Grace. While it is not necessary to read any other story before reading this one, if you would like more bac...

Remember The Nights Ch. 09

by velvetpie on Sep 13, 2017
Transsexuals & Crossdressers

A week passed, then another and Charlie fell into a workable rhythm, sharing his time equally with Cynthia and Tamiko while handling cases and fielding wedding questions. Sex with Cynthia was perfunctory. She picked up the wedding dress, then came over, drunk on champagne and declared his performance as 'sheer perfection', before she passed out. Charlie used...

The Essence of Helena

by Calandria on Sep 17, 2017
BDSM

This story is, like others of mine in this genre, a fantasy. I have had much fan-mail, mostly favourable, but there have been those who misunderstand the true nature of BDSM – even one who thought I ought to have learned something from Nazi death camps! I think of myself as a feminist, and anti-violence, and believe that the receiver of punishment may...

Letter From Hobson Bend

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: I've enjoyed the letters I've read, and I wanted to tell you of my unique relationship with my dominant wife, Beatrix, "Trix" for short. I am Doctor Lionel Lithgow, author of 20 books... University professor of physics... And president of the biggest quantum physics research facility in the Western Hemisphere... But at home I'm just a...

Married Explorations

by WilliamGuppy on Oct 21, 2019
BDSM

{Author's Note: This is my first effort in BDSM. All of the characters (and errors) are my creation. All of your comments are appreciated. } It started innocently enough. It was our twelfth anniversary and because it was a Saturday we booked a room at a hotel in the City. Dinner at a special-occasion restaurant and back to the hotel at a little past nine. T...

On Loan for the Night

by Otazel on Sep 16, 2017
BDSM

I was about to take the biggest risk of my life and the excitement and anticipation was making my clit throb and my pussy run with juices. I was about to have control of my body given over a comparative stranger for one whole night. I would have to obey him instantly and without hesitation in all things. I was to be his property from eight in the evening to...