Headmistress Caning Stories Stories

61,296 results
Orientation
Length
Source
Infinite Scroll

Twelve Days a Slave Ch. 12

by The_Technician on Sep 14, 2017
BDSM

This is the story of a young woman's conviction as a terrorist and what happens to her when she is sentenced to penal slavery. Penal slavery is not impossible. The Thirteenth and Fourteenth Amendments to the Constitution of the United States of America do NOT prohibit slavery. They only LIMIT slavery to punishment for crimes. In other words, the Constitution...

Dedeaux's Delightful Discipline

by lesliejones on Sep 18, 2017
Reviews & Essays

Review: Dedeaux's Delightful Disciplinary Tales THOSE who delight in sophisticated yet incredibly arousing tales of delicious discipline have long been entranced by the novels of the mysterious P. N. Dedeaux. The eclectic author set his scenes in Europe—both present-day and historically—as well as Canada and sometimes unidentified exotic locales. While man...

Twelve Days a Slave Ch. 05

by The_Technician on Sep 14, 2017
BDSM

= = = = = = = = = = = = = = = = = = = = Slave missy learns there is more than one kind of spanking. This is the story of a young woman's conviction as a terrorist and what happens to her when she is sentenced to penal slavery. Penal slavery is not impossible. The Thirteenth and Fourteenth Amendments to the Constitution of the United States of America do NO...

Belinda & Alberta Strip

by lancelot on Aug 30, 2017
Exhibitionist & Voyeur

Rod had another stag approaching and he was to be the organizer this time; and he didn't want any of the mistakes to occur that happened at the last stag organized by a friend. So I'd better let Rod take over the story at this point because my role was more participatory and the view of what happened would be better coming from a voyeur, as it were. Well, B...

By Day, By Night

by rick_oh on Sep 17, 2017
BDSM

This is the story of three females and the contrast between their professional and personal lives. They are employed as institutional discipline administrators at a reform school for males. Sandy and Veronica are experienced mistresses and Kendra is a new punishment mistress. Let's take a look at a typical workday. Part 1. By Day: Sandy Sandy stood nonchal...

Pamela Ch. 05: Lights Camera Action

by FrankMcMahon691 on Jun 12, 2019
Group Sex

Hi Thank you to everyone who has read some or all of my attempts to chronicle Pamela's adventures - it really is appreciated, whether you voted or not (but even more so if you did!). This is chapter five, which means, as each chapter covers a full day from midnight to midnight and we started on a Friday, it's now Tuesday and Pamela is ... well, I don't kno...

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...

Taken by Miss Strokewell

by Tyrnavos on Feb 13, 2018
BDSM

Elizabeth Strokewell is a dominatrix who specialises in dominating older gentleman. She has a story here on Literotica (https://www.literotica.com/s/dental-nurse). The personality that comes across in her story is vivid and amusing, and I started wondering how a chance encounter between her and a less experienced gentleman might turn out. The following story...

Too Many Spanking E-mails!

by glencane on Jan 7, 2018
BDSM

Rob had many fantasies all to do with spanking and caning. He scoured the internet for mature dominant Mistresses, anyone who offered exciting times in their well equipped premises. He had recieved many replies, quite diverse replies at times, as some had dungeons, others soundproof cellars and attic playrooms. Their roles were varied as some were rubber and...

Open in Reader

Combatting Clenching

by lesliejones on Sep 12, 2017
How To

To Dearest Lizbeth * Experienced disciplinarians are familiar with the behavior known as clenching. The person being spanked, caned, or paddled seeks to press his or her buttocks close together in a vain attempt to avoid the pain that is inevitably coming. The dominant finds clenching annoying because it may affect the accuracy of the cane or brush stroke....