Headmaster Punishment Bdsm Stories

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Infinite Scroll

Sexual Institution Ch. 02

by NudeDreams on Sep 11, 2017
Fetish

~Everyone in the following is over the age of 18~ ~Thanks to everyone for the positive feedback! It's very much appreciated from a new writer like myself!~ Maddie and Bailey's punishment had yet to be decided on, and the former had spent the entirety of the next day worrying about how dreadful it would be. During her Discovering Fetishes class, she drifted...

Six of the Best Ch. 02

by KinoKe on Sep 17, 2017
BDSM

It was a little after seven in the evening. The Headmaster was in his study, hunting and pecking at the keyboard that sat atop his large oak desk with its dark forest green inlaid leather top. Tap, tap, tap. Tap, tap, tap. And then, from the door opposite, almost an echo: Tap, tap, tap. 'Come!' The Headmaster called. The study door opened and Matron -- fif...

The University Slave Club Ch. 01

by MD171133 on Apr 13, 2020
BDSM

The University Slave Club of Willow University is the first club on campus that authorized sexual activities and public nudity. Emma was a freshman at Willow University, just starting college. As the first few weeks go by and the semester settled down a little, the university announced the university club fair, which will occur in three days. Emma was su...

My Friend Sophie Ch. 02

by LeanneSinclair on Sep 17, 2017
BDSM

In the previous story I introduced you to my lovely friend Sophie and told you about an evening when she and I got very drunk and she told me, in great and explicit detail, about her submissive fantasies and desires, which were focused on her male boss. I'll pick up the story again on the morning after that, briefly, although I'll probably then gloss over so...

First Interlude

by tovesslithy on Sep 14, 2017
BDSM

24 First Interlude Helen Shagton was forty-two years old. Despite this very adult age, she was nursing a very recently and well-caned bottom. She was just returning home by car. However, she had felt, as she so often did, that she really needed a good, hard, school caning style punishment herself. The Headmaster, had, naturally, been very happy to oblige h...

Journey of Submission

by msterrilynn on Sep 12, 2017
BDSM

Chapter 1: Phone Call The phone rang as she came in the door with her hands full of groceries. Amelia set them down and reached for the phone. "Hello?" she said. "You have been accepted into The Academy. A packet will soon arrive with instructions on how to proceed", a voice said. Amelia collapsed into a nearby chair and slowly smiled. She has been accepted...

Service Provider Ch. 14-23

by IdeeFixee on Sep 19, 2017
BDSM

Chapter Fourteen — Sunday School When she'd gone to Mass as a teenager on the old Headmaster's orders, Janice had been struck by the appearance of the Father leading the service. He was tall and rough looking, with large, craggy features and recessed but gleaming dark eyes. He had also noted the presence of the gorgeous, sensuous young brunette sitting in t...

The Program Ch. 06-11

by IdeeFixee on Sep 19, 2017
BDSM

Chapter 6: like mother like daughter, big-titted mother visits, office discipline In September, at the beginning of Janice's junior semester, she informed me that her mother, Janine, was intent on visiting during Thanksgiving. I was dismayed, since a parent's visit meant lots of preparation and inconveniences. Janice assured me that her mother would not be...

Cane and Cock

by AnnGoode on Sep 17, 2017
BDSM

Lady Dawn was born into a family of wealth and influence. One of the families that had three centuries ago formed a secret society to preserve their status. Only male members of the families could join. In the year 1703 they set out the principles by which they and future generations would continue to prosper. Today those same families having endured wars an...

The Head Master and the Panties

by Misslexia on Aug 29, 2017
Fetish

Marion was beginning to wish her best friend Caitlin hadn't persuaded her to sneak back into school with her to retrieve her purse. The two 18 year-old sixth-formers were best friends. Marion was Head Girl and Caitlin was Sports Captain, yet as they stood by the sign reading 'Staff Only -- Entry to all pupils forbidden' that stood on the gate to the courtyar...