Caning Stories

1,590 results
Orientation
Length
Source
Infinite Scroll

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....

Ultimate Sissy Weekend Ch. 04

by SissyTwinkleToes on Jan 13, 2020
Transgender & Crossdressers

Susie is lying in the store supply closet next to Tinkerbell. It's six in the morning, and they've only just finished cleaning the entire supermarket. After changing each other into fresh diapers, and using the few left over to make pillows for them both, the two exhausted sissies lie side by side in the cramped supply closet. Tinkerbell's right hand, handcu...

Restrained for a Caning Again

by maidofallworks on Jul 20, 2020
BDSM

I had had it coming. Too many indiscretions, too many late nights out with the girls and now his patience had snapped. Being a good, attentive submissive is never easy. Sometimes, despite the lure and escape of submission, humiliation and chastisement at his hands, I choose a night out with the girls from the office. That Sunday, when I had failed to call hi...

The Chaste Crusader

by justincbenedict on Sep 17, 2017
Celebrities & Fan Fiction

Bruce's cock hardened more against Selina's traveling talons, the polished burgundy nails a somewhat abrasive contrast to her soft, milky white fingertips. Her fingers toyed with his thrusting, purplish erection as the raven haired beauty chuckled deep in her throat. Selina looked over at the tormented, naked millionaire, muscled arms bound behind him, and t...

Twelve Days a Slave Ch. 06

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...

The Party's Ripe for Caning Ch. 03

by lesliejones on Sep 19, 2017
BDSM

[This story takes place in a prep school which prepares pupils for three years after high school for university, from ages 18-20. Previous chapters explored Miss Crawford's introduction to the strict disciplinary regimen as the first female teacher of the boys' school.] Linda Crawford now had completed her second full year as an English teacher at Hamilto...

Anything for a Friend

by dandanger on Oct 10, 2017
BDSM

Anita sipped her coffee then stared into it like it had some answers for her. We'd known each other from way back at uni. There had always been chemistry between us but other lovers, travel and jobs had always gotten in the way. We had both ended up in the same city with marriages and kids and were happy to be old friends and catch up for coffee or lunch eve...

The Seduction of Jean Johnson Ch. 05

by SteveLee1146 on Sep 14, 2017
Novels and Novellas

For Jean, the whole experience was beyond belief. Obviously, she had no idea as to what to expect or what it would feel like. Actually, her mind still was in a state of shock, and she really wasn't thing coherently at all. Here she was after an unbelievably painful caning, doing something that she always had considered to be the nadir of depravity, having se...

Beer Bust

by MildTroubles on Sep 17, 2017
BDSM

"Are you kidding Ben, girls do not drink and drive," I said. "Guys get drank, then get behind the wheel and drive into accidents, they do that at eighteen and at twenty five. A young lady takes one drink, seeps it for the whole evening, then goes to sleep. We girls should be allowed to drink once we turn eighteen." "So much for gender equality, Jenny," Ben...

Amber's Weekly Reckoning

by reavan on Sep 17, 2017
BDSM

"Cocoa sir. Nodding off a bit?" "Ah what, oh yes my cocoa. Nodding off you say? Well I suppose it's getting on to bed time." "Its Thursday evening sir, here let's have a sip now." "I can hold the cup my self you know; oh very well carry on then. Ah, that is good cocoa Amber. Thursday evening you say and nearly time for bed." "No sir, it's only eight o'cl...