Headmaster Punishment Bdsm Stories

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The Headmaster Ch. 03

by deadeye_76 on Sep 13, 2017
BDSM

Chapter 3. Christy's Punishment. I was trying to get some paperwork done, but couldn't concentrate very well. I kept thinking about what my wife had done to Christy and how that beautiful young thing was going to be coming back at about 3pm. I checked my wife's office at about 2:30 and she wasn't there. I walked all the way through to the other side and a...

Owned by my Mother-in-Law Ch. 07

by Sputnik57 on Sep 13, 2017
BDSM

I was released from the haven of my mistress' crotch and she stood by me in a central position, flexing her cane in readiness for my punishment as we watched the gimp's misery. The wickedly pencil-skirted headmistress that was Arabella, placed the black dish from earlier at her feet, and ordered the gimp down to it in full view of the eager crowd of women. A...

A Costume for Every Trick

by Bethyboo on Aug 31, 2017
Group Sex

There's a brisk rain falling, I can hear it hitting the window pane, tappity tap. The accompanying wind is stripping the leaves from the trees creating a colorful carpet on the ground. A lazy stretch as I realize my bladder is done lying in bed, warm feet hit the cold floor and with a full body shiver I hurry to the bathroom. Just before the flush of the toi...

Kate

by Closet Desire on Sep 16, 2017
BDSM

Introduction to "Kate" We start role-playing almost as soon as we can walk and talk. For children it is a pathway from the childish world to the "grown-up" world. For adults, role-play is a pathway back to the realities of the childish, and primal, world, complete with embarrassed giggles, a sense of delightful naughtiness, and an absence of inhibition. You...

Naughty Kate Ch. 01

by randomspaces on Sep 12, 2017
BDSM

Authors Note: I wrote this for a girl I met on a dating website, with the intention for her to write a small part of it. I don't have any intention to post her response, so you'll just have to make up your own version. All characters are over 18, and they exist in a universe without sexually transmitted diseases, or any real negative consequences to sex. Enj...

Owned by my Mother-in-Law Ch. 05

by Sputnik57 on Sep 13, 2017
BDSM

Further confident and severe looking women arrived, smiling and sneering at the gimp, and pointing at me contemptuously. My erection raged as I watched the superbly dominant Arabella stride positively toward the cellar door; her willing gimp, the once proud and dignified headmaster, on all fours with a tail swinging from his plug. The women laughed at him an...

Sex at School? Naturally...

by MrsJ on Jan 13, 2018
First Time

Hello, I'm delighted you're interested to learn about my high school days, which have just finished – my recollections of a young girl learning the real meaning of 'life,' discovering those innocent teenage joys of sexual pleasure, losing my virginity, and leaving school very 'sexually active.' The school I attended is a private school, hours and hours awa...

The Erotic Exploits of Kathryn Syns Ch. 17

by smitty469 on Feb 25, 2019
BDSM

Chapter 17 "Geri's Submission" Kathryn's best friend Geri was a few weeks away from becoming like her, although she wasn't going to do what Kathryn was trained for. Instead, she was going to become Alex's personnel submissive sex slave. He knew that in a few weeks she would start allowing her sexual cravings to become dominate. The K99 drug would take cont...

Redemption

by CharliMac on Oct 5, 2020
BDSM

Motherfucker. I sit and fume silently as the chaos of the school during lunchtime continues around me. I cannot believe that bastard got the better of me. As the two probationers in the department we should have been partners, working together to make it through our first year of teaching. But no, after the first couple of weeks when the head of the departme...

The Headmaster's Room Ch. 02

by Mag58 on Sep 12, 2017
Fetish

When the bell rang for the end of the morning lessons at 12.30; I was strangely disappointed at not having been called back to Mr Skinners' office for him to finish my punishment in his study. I ate lunch with some girlfriends then hung around the gym buildings smoking cigarettes and talking about a party that we were going to on the Saturday night. As the b...