Headmaster Punishment Bdsm Stories

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Infinite Scroll

Just Curious Ch. 08

by lioness_71 on Sep 11, 2017
BDSM

It took longer than normal to post last week, I'm not sure why. Hopefully this week will be quicker. Enjoy. ***** Chapter 8 (Tuesday) Something is catching my attention, pulling me out of slumber. I recognize that I'm lying on my stomach; I must have rolled over sometime during the night. I hate sleeping on my stomach. I try to roll over, but I can't ge...

A Wicked Little Spanking Story Pt. 02

by 19bulldog on Sep 26, 2017
BDSM

My hands gripped the bathroom counter like my life depended on it, my very sore ass pressed into the sharp edge of that same counter, which hurt. I'd just taken a bunch with the Wicked One, Hatch's thick leather belt. I'd deserved it, I'd been bad, gotten another speeding ticket, and Hatch hadn't been happy about it. I was due for another spanking with the W...

The Naughty Receptionist

by 19bulldog on Sep 18, 2017
BDSM

"Miss Johnson, would you please come into my office?" Tracy rolled her eyes, thinking What does he want now? It was fifteen minutes before five-her purse was out, her computer off, and her mind had already left the building. Her friends had a fun night planned-some good food, a few drinks, and of course a great deal of dancing. Mandy even had a 'cool' guy s...

My Name is Slut Ch. 02

by susanstoryteller on Sep 11, 2017
BDSM

Author's Note: For context I highly recommend reading the first chapter My Name is Slut as well as its prequel A New Experience before reading this chapter if you have not already done so. Thank you for reading my stories and comments are always greatly appreciated. I arrived home from my day at work a little disappointed. When I received the text from m...

College Days – Domination 101 Ch. 02

by oneguy4fun on Sep 25, 2017
BDSM

Joe had a tough time sleeping that night. Despite the fact the he already had an orgasm, hey lay in his bed with an erection. As he recounted the erotic evening in his mind, he couldn't help but stroke his cock. He knew that he was not allowed to orgasm, but he was so aroused at what happened, he could not restrain from touching himself. He did however, have...

Sam's Spa Chronicles Ch. 18

by BADSAM689 on Sep 19, 2017
BDSM

Eric and his sex slave wife Tanya Marie enter the master bedroom; they are both naked. Her best friend -- who is also his sex slave -- Victoria Alisa stands up to greet her Master; she too is naked. He ordered Vickie here earlier to prepare the room for this evening's sex games. Although Vickie has been living with and having sex with the Master and his wif...

A Little Wager

by DPMaster on Sep 17, 2017
BDSM

Copyright 2017 Matt Nicholson. All rights reserved. Disclaimer - This story stretches the definitions of both "safe" and "sane." It's a fantasy story, not headline news. If you're not into hard breast punishment fantasies, please go find something lighter. I really don't want anyone feeling like they've lost part of their lives. On the other hand, you e...

Club Venus Paradisio Ch. 02

by Sputnik57 on Sep 14, 2017
BDSM

Madeline teased her cunt as she enjoyed a shower in the accommodation which seemed to have an erotic personality all of its own, but resisted the urge to bring herself off again, she wanted to remain nicely aroused when sampling the atmosphere at dinner, excited at the prospect of the indulgences to come. The warm sunset glowed through its windows, illuminat...

Henry's Exposed Adventure Ch. 01

by Guiscard3636 on Sep 25, 2017
BDSM

[This is a work of fiction. All characters depicted in this fictional work are 18 years of age or older. Any resemblance of any character to any real person, living or dead, is purely coincidental.] My name is Henry Watson, and when all these things happened I was 18 and a senior at East Point Military Academy, an all-boys military high school in upstate...

Sweet November Ch. 20

by azrael13 on Sep 14, 2017
BDSM

Tuesday, November 26th I woke up this morning in a bit of a daze. I would have thought falling asleep on the cot she left for me to sleep on would have been more difficult, but apparently the festivities of the night before coupled with a little manual labor and a long day at work really wore me out. Frankly, I do not even remember lying down. Nevertheless...