Mistress Caning Stories

27,737 results
Orientation
Length
Source
Infinite Scroll

She's a Thorough Masochist!

by justincbenedict on Oct 7, 2019
BDSM

When Gepetto got in, Dimity was unsure of his mood. "Are-do you want a beer, Master?" Gepetto was such a glorious creature. He wore one of those vests that emphasized his muscled chest, and those enormous arms. But he was getting older, and it annoyed him that he wasn't receiving the attention from the young women that he'd once had. When Dimity had told G...

Breaking Drake Ch. 12

by TheDragoness on Sep 15, 2017
Novels and Novellas

Raell looked down at her slave. "Are you special? I'm sorry, did you not learn from many a previous experience that you are NOT special?" Drake trembled, remembering the first time his ass had been plugged. "Yes, Mistress! I am sorry, Mistress. It's just that Aubrey acted like it. He kept giving me cold looks and acted really stuffy." "You are the newes...

Catcher Culture Ch. 07

by Sputnik57 on Sep 15, 2017
BDSM

Fenton was blinded by the brilliant sunshine as the lid was lifted on his dark world in the car. Clara grinned, eager to exact rules and punishments on her new toy. Once again, naked and with stiff erection, he was walked on all fours almost the entire distance of Clara's drive. Her pussy moist and bulging with sweet arousal in her soiled panties as she stru...

Bird of Prey Ch. 02

by Sputnik57 on Sep 11, 2017
BDSM

The redhead dabbed and powdered herself dry, smiling as she listened to the moans of her captive, and totally broken, shell of a husband as he got over his pre-meal caning. Punishing him alone had tired her out and she was so grateful to have found Maria. The Eastern maid had a spiteful energy which was unrelenting, and she applied her natural dominance over...

The Party's Ripe for Caning Ch. 04

by lesliejones on Sep 19, 2017
Fetish

This story does involve bodily functions and humiliations so those offended by these topics should read no further. All characters are 18 or over. ***** Linda Crawford noticed that student behavior in her classes—both the majority, which were all boys, and the one all-girls class—seemed much improved of late with all pupils very careful to avoid being seen...

A Cuckold's Tale

by CastleDJK on Sep 14, 2017
BDSM

Based on Chaucer's Canterbury Tales Prologue Three Mistresses are lounging around the pool, chatting and laughing, while their three sissy maids stand by to attend to them. Big breasted in a white string bikini, redhead Mistress Reeve is enjoying a foot massage from one of the sissies at the side of the pool. Lady Night, raven-haired with an alabaster whit...

Blue Oasis Club; The Beginning

by Sputnik57 on Sep 17, 2017
BDSM

Casablanca in the thirties was a cosmopolitan sprawl of adventurers and chancers from all corners of the planet; its Wild West feel drew many into its seedy society. The political climate to the north, mirrored by the eternal African turmoil to the south, only served to colour its atmosphere; generating business for the myriad of nightclub owners. A welcome...

Return to "Weekend School" Ch. 08

by cynthiablaine7 on Sep 14, 2017
Fetish

Once again, you may find more enjoyment if you read the earlier chapters first, but that is not necessary. There is some dealing with bodily functions, so those offended by that should read no further. All characters are over 18. Fetishes and some discipline are of course significant in this story, but be aware that this story involves lesbian relationships...

Letter from Vines Village

by justincbenedict on Sep 17, 2017
BDSM

I drive a sterilized knitting needle through my son's left nipple. Sowell grimaces, but he is sucking on one of my bloody tampons, and his buttocks hurt from the vicious caning I gave him earlier. I surprise Sowell—when he's coming out of the tub, wet, naked and vulnerable, I charge in with my whippy cane and leave red, bloody streaks all over his slim whit...

The Feared '57' Ch. 04

by lesliejones on Sep 12, 2017
BDSM

[You will likely enjoy this story more if you have read the previous instalments. Please do not read further if you are upset by bodily functions. All characters are over 18 years old.] Janet Saunders finally returned to her apartment that evening still reeling from the humiliation of being punished by Principal Crawford in front of a fellow teacher, Vale...