School Academy Caning Stories

107,851 results
Orientation
Length
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Infinite Scroll

Owned by my Mother-in-Law Ch. 05

by Sputnik57 on Sep 13, 2017
BDSM

Further confident and severe looking women arrived, smiling and sneering at the gimp, and pointing at me contemptuously. My erection raged as I watched the superbly dominant Arabella stride positively toward the cellar door; her willing gimp, the once proud and dignified headmaster, on all fours with a tail swinging from his plug. The women laughed at him an...

Transferred

by rick_oh on Sep 15, 2017
BDSM

Jay couldn't believe his fate. After graduating from high school, he took a year off and did what many guys in his situation do - he got bored, hung around with the wrong crowd, and then got in deep trouble. The justice system gave him a choice: pay a large fine and restitution, spend a year in the city jail, or submit to a year's stay in a reform school. Ja...

Futanari Academy

by thousand master on Feb 20, 2018
Transsexual

Act 1: Orientation Note: Make sure to like the chapter and the story. So I know how many people are fans of this. Welcome to Bloom Academy, a private school in upstate New York that has often prided itself in turning out individuals with exceptional creative drives and turning wild childs into an upstanding and functioning adult. Like a baby flower, they wil...

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Saints Academy

by dick88 on Jan 6, 2015
Fantasy

Saints Cross Academy is the premiere college preparatory boarding school for the residents of Saint Miller's Crossing for ages (18-20). This schools primary focus is to preparer the newly of age for the rigors of young adulthood. Located a few miles out of Saint Miller's Crossing adjacent to the Federally protected forest lands in the west of town atop of Cr...

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The Headmaster's Room Ch. 02

by Mag58 on Sep 12, 2017
Fetish

When the bell rang for the end of the morning lessons at 12.30; I was strangely disappointed at not having been called back to Mr Skinners' office for him to finish my punishment in his study. I ate lunch with some girlfriends then hung around the gym buildings smoking cigarettes and talking about a party that we were going to on the Saturday night. As the b...

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...

Hearts Academy Ch. 01

by RoseB on Oct 7, 2019
Transgender & Crossdressers

Disclaimer and Notes: Disclaimer and Notes: Hearts Academy is an dark horror/mystery story focusing on the reluctant feminization of a young artist. There are many themes such that cause it to be disturbing for those who cannot handle terror or dread well. This is a sequel to The Rose Diaries. While the characters are brand new, it does reference events an...

Return to "Weekend School" Ch. 03

by cynthiablaine7 on Sep 14, 2017
BDSM

[Those offended by bodily functions should read no further. Readers will enjoy this story more after reading earlier instalments. All characters are over 18.] * Laura Franklin, who was 25 years old, but looked younger, was having her usual enjoyable time serving as a Prefect at the weekend school. The school met from Friday midday until Monday midday and...

High School Spanking

by DonBrown on Mar 20, 2018
BDSM

When our youngest daughter, Teri, left school, it was the end of an era. No more delivering and collecting kids from this school activity or the after class detentions. After class detentions, we would have welcomed those when I was at school, instead of the beatings, which were handed out wily nilly. Don't get me wrong, I am not saying we did not deserve...

Twelve Days a Slave Ch. 10

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...