Boarding School Punishment Stories

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Length
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Infinite Scroll

A Chance Meeting

by DonBrown on Mar 13, 2018
BDSM

And so it happened, before they knew it they were in each other's arms. It was so innocent, a chance meeting. Jo was in the queue to pay her daily takings from the sandwich shop, into her business account. James was too old to remember pin numbers so wanted to draw out a little money to replace what he'd spent during the week. She stood behind him and...

Disciplining Cecily

by kajiragames on Dec 31, 2019
Humor & Satire

Victoriana by KajiraGames (MF/F, nc switch, birch) Based on Oscar Wilde "The Importance of Being Earnest". The Manor House, Wilton, Hertfordshire, 3rd May, 1885. To Algernon Moncreiff Esq., 5 Lock Gardens, Camden Town. Dear Algy, How are you, my dear fellow? I trust your pretended visits to your sick friend Bunbury have afforded you plenty of oppor...

Abby's New Job Pt. 02

by Doubleganger on Sep 1, 2017
Exhibitionist & Voyeur

Disclaimer: This story is completely fictional including the several small towns. I used Bing translator for the translations. None of the characters portrayed are real, also none of these sexual encounters ever happened in any school, temple, or city between adults and/or teenagers in real life. The villages all come from my imagination, the events and puni...

Boarding School

by knurpslquorg on Dec 6, 2017
Amateur

The sun was burning down as I hiked up the mountain to the dorm. Of course I could have taken a taxi, but I was too stingy for that. The fact that my father provided me with a lot of money did not mean that I had to throw it out of the window with both hands. I admit that I underestimated the mountain. from below, the path did not look as steep as it felt no...

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Punishment and Other Crimes

by Rev. Dave Springer on Sep 1, 2017
Humor & Satire

He knew what to do. But this was the first time Freddie had ever done it. Everybody in his gang of friends had done it. Even Little Louie, he had made his first shot already. Louie had done so just three days after Jimbo had been caught. It was a dangerous sport, but the excitement was irresistible. Today was his turn to "try-or-die". It would take a...

Boarding School - Introduction

by pr0nnage on Sep 13, 2017
Non-Erotic

All characters in this series are fictitious, as are the encounters between characters. The boarding school is at the high-school level, and all characters involved in the stories are over the age of 18. A disclaimer will be placed at the beginning of each part, with categories that the story fits into -- so that, if it's something you're not into, you know...

Managing Mrs. Burton

by LaurelAspen on Jan 8, 2019
Erotic Couplings

Paul Bartlett stopped typing to glance at his watch. Another ten minutes until his five o'clock appointment, time for a couple more paragraphs. No sooner had he resumed work at the PC, than the silence was broken by the sound of a doorbell. Again he halted but, rather than irritation at this break in concentration, felt elated. An early bird eh, mused Paul,...

The Dinner Party: Party Favors

by ohophelia on Oct 15, 2017
BDSM

The masked partygoers were once again becoming restless. Andrea, the red-headed slave that had provided two hours worth of entertainment in her punishment, had long since been unbound from the table and whisked away to be cleaned and cared for. Without entertainment to distract them, and having already eaten their fill of the decadent treats carried on sil...

Boarding School

by karmageddon on Aug 9, 2014
Amateur

The thoughts in Jeff's mind drift about as he rides in the backseat of a black luxury sedan that is taking him to what will be his home for the next nine months. He thinks about about his old high school and the friends he'll no longer be having classes with and driving around town together. He will no longer be apart of the Jaguars soccer and track teams. T...

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Sentenced to Nudity Ch. 01

by Naked1 on Sep 25, 2017
Exhibitionist & Voyeur

August is hot here in Lobson, but an midafternoon bus with a broken air conditioner...jammed with commuters is just about unbearable. The air or...lack of it...inside the bus was stifling. Sweat rolled off of me in bullets. Leaning back, I pressed into my seat next to the window and managed to inadvertently press my thigh into the soft thigh of a pretty,...