Mistress Caning Stories

27,737 results
Orientation
Length
Source
Infinite Scroll

The Foundation Ch. 22

by FP37 on Sep 12, 2017
BDSM

The Foundation 22 Hard Work The guards had dressed Ramon in a simple grey outfit for his trip to The Foundation, but Tanya and Wendy dispensed with his clothing, tossing the rags to the ground to leave him naked before everyone gathered in the prison yard. "You won't be needing clothes at The Foundation," Wendy told him, stroking his member to emphasis h...

Owned by my Mother-in-Law Ch. 06

by Sputnik57 on Sep 13, 2017
BDSM

I was overwhelmed as I emerged from the cellar door, leashed and on all fours; I was ready to beg and whine for relief as I viewed Blanche's magnificent buxom curves and folds flex in the latex; a 62 year old woman who had shown she owned me completely within a matter of hours. I willingly followed on all fours, hoping she would allow me full use of the Viag...

Jolene's Momma Pt. 03

by ValoryG on Sep 14, 2020
Transgender & Crossdressers

(All characters and most locations in this story are completely fictional, with no connection to any persons living or dead.) My wife and I settled down into our new life together. I was now so respectful of her, and appreciated the new Jolene, able to take charge, express her anger when it arose, and generally run things. Like her mother, she really did...

Catcher Culture Ch. 08

by Sputnik57 on Sep 15, 2017
BDSM

lark waded into the warm waters of the quarry lake and found this soft young girl most accommodating; she was very forward for age, Clark could not know that she was actually 22 and not the young waif she looked, nor was she as per her youthful description via the internet. After frolicking in the water with her nubile form, he explored her soft body as they...

At Her Disposal Ch. 03

by Sputnik57 on Sep 17, 2017
BDSM

At last they reached a residential square, lined with neat Georgian terraces. Its centre was a small park, into which she led him, seating herself on one of the unoccupied benches. Others placed there occupied by staid looking females, residents of the square, chatting while their menfolk were away at their professions. She smiled at them as they gave curiou...

Rachel Ch. 02

by maudecardy on Sep 13, 2017
Transsexuals & Crossdressers

This story features mf and mm and mfm activities. If you don't like the thought of this, please don't read it. It's also based in England, using UK English. Your feedback will be welcome! Our First Meeting Continues Janice and I lay together for a while, coming down to earth again, then I realised a perfect finish for this particular love making session. I...

The Party's Ripe for Caning Ch. 02

by lesliejones on Sep 19, 2017
Fetish

[This story includes a good deal of disciplinary caning, some bodily functions and anal activity. Those who dislike those subjects should not proceed further. All characters are 18-years-old or older.] It had been a satisfying first term teaching at Hamilton Hall for Linda Crawford. The 24-year-old blonde Cambridge graduate had made quite an impression on...

Jessica at the Finishing School Pt. 04

by MALIBUMAN666 on Sep 25, 2017
Fetish

This story was written in 2000, annoyingly I am having to transcribe it from a physical copy since that is all I have available. I hope you enjoy it and you think it worth my efforts. This is part four of five, since the feedback has been largely positive I am cracking on with the rewriting/transcribing and the last part should be done very soon. I'm postin...

Freedom and the Widow Ch. 13

by Sputnik57 on Sep 14, 2017
BDSM

Eric now looked starry eyed at his mistress Victoria as she watched with interest the techniques employed by Dominique as she exacted various humiliating and painful punishments on Bernard. He watched her mature yet supple body ripple, as she applauded with the other dommes at the end of sessions where Bernard had experienced the spiteful woman's prowess wit...

Mum & Sister Dress Him Up

by Quietoldie on Sep 14, 2017
Transsexuals & Crossdressers

"This is my rented flat you know Michelle. It's not fair you being like this with me. I've always been good to you haven't I?" Peter says. He often seems to get into situations like this. He was never very good about sticking up for himself. Now his girlfriend is chucking him out just because she found him dressing up in her things. "I just don't want to l...