School Caning Stories

106,204 results
Orientation
Length
Source
Infinite Scroll

A Teacher's Way Out of a Dilemma Ch. 13

by SubBabs on Sep 16, 2017
BDSM

The end of Chapter 12 John stayed up, checking his calendar as to the date Kevin was to return. He knew that it would only be a day or two after he returned before he had his slave/slut, Pam, come to him. He carefully planned to turn off the garage light and follow them to where ever she was taken without them seeing him following. He got out his "Colt" a...

Sarah's Way Ch. 02

by kylejer on Sep 19, 2017
BDSM

Note: This is actually the third chapter in this series. The first chapter was called "Silent Submission." The title was changed because there are other series with that old title. I realize this relationship is different than what actually takes place among people devoted to the BDSM lifestyle, but it's a theme I wanted to explore. * It was coming up on a...

Moved On - Abi's Step Sister

by DonBrown on Jul 4, 2018
BDSM

Abi's sister Liz was home for the weekend from her job and life in the city, it was a very rare event, no one can remember the last time. She was actually her step sister and some 10 years or more older than Abi. Abi's father was separated from Liz's mother Abi was never told the details so accepted it had nothing to do with her. Abi knocked on Liz's and...

The Roommate Pt. 12 - Miranda

by ValoryG on Sep 19, 2017
Transsexuals & Crossdressers

Chastened, Josh/Lori nursed her wounds for days, and little was said between her and Miranda, except when the dominant asked how Lori had opened her chastity when with Cassie. "I bought a master key on the Internet," answered Lori brightly. "Actually, my penis is getting a little irritated by the plastic over such a long time." "Give me the key. It obvious...

A Very Shameful Punishment Ch. 03

by lesliejones on Sep 12, 2017
BDSM

This story will benefit from prior reading of two previous chapters. It amplifies events that occurred in Chapter 02. * Eleanor's punishment and the hearing that was held in the District Court of the Women's Republic when she was scheduled to complete her sentence did attract some public attention. There had been few cases of adultery in the republic in re...

The Vacation Pt. 05

by medic45 on Sep 19, 2017
BDSM

Note: This is the continuation of a longer series about a femdom relationship. It makes more sense if you start at the beginning. This is a work of fiction. None of the names or descriptions is intended to portray real people. It involves consensual and nonconsensual activities. If this is offensive to you please move on to another story. There are thousand...

Owning Professor Ballard Pt. 05

by Wifeowner on Sep 25, 2017
BDSM

Professor Ballard woke up on her stomach on her bedroom floor. She was naked and collared. She ached all over. Her hands were cuffed behind her back. She lay still in the coolness of the morning. It had been a rough three days. She heard Kendra snoring lightly in the bed above her. She craned her neck and looked up at the clock on the nightstand. It was ti...

Jolene's Momma Pt. 02

by ValoryG on Oct 6, 2020
Transgender & Crossdressers

After Brandi left, after I had willingly signed my privileged life away, I also had some nagging fears. Like, would Jolene be able to carry out her role, since she was usually so sweet and caring, and she usually gave in to what I wanted? Or would she take after her mom and become a merciless taskmaster and sadist whom I would hardly recognize? After we ha...

Little Miss Perfect & The Headmaster

by bbwsweetstuff on Sep 25, 2017
BDSM

Outside the heavy walnut door, Serena stood twisting the edge of her plaid skirt nervously in her fingers. Biting her bottom lip, her mind raced trying to fathom what was about to happen to her and if there was anything that should could say or do to get herself out of it. At 18 years old, she was an abnormally good girl. She had fabulous grades while atte...

Letter From Portland

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom, Last night I was kneeling in the corner after one of Margaux's big parties.Covered in semen and labial juices from one hundred different guests, I was weeping quietly and seriously exhausted. As I knelt, George Crenshaw, my neighbor, walked by me, buttoning up his coat and snorting. He'd whacked his cock back and forth across my face, and...