Boarding School Punishment Stories

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Orientation
Length
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Infinite Scroll

The Schoolmarm Ch. 03

by GloriaWill on Sep 14, 2017
First Time

I was riding back into town in a one horse buggy that the owner of the livery stable let me borrow. His daughter is one of my students. I was retuning from talking with the father of another student of mine. He wanted his son to quit school so he could do more work on their farm. I understand how he felt; it's a common situation out here. I told him I would...

Alex Takes a Trip

by loftylydia on Sep 23, 2019
Fetish

Alex opened the door and carefully got out of his parents’ car, lifting one of his heavy balls out of the way so that they wouldn’t get stuck. His underwear audibly creaked and groaned as it resumed holding up the weight of his package. The staring began immediately. In his 18 years of experience, there were four main types of reactions to his bulge: incredu...

Hot Swimming Pool

by Blackz_Sidez on Sep 13, 2017
Erotic Couplings

It is the first day of term. Your name is Arnold. You arrive at Skyviews college. It has been a girls boarding college up to now. This is the first year that they have decided to allow boys to attend the college. This will be your home for most of the next 2 years. You know that you will be one of only a few boys surrounded by about 300 girls. This will be g...

Clean Your Ass Before Anal Sex

by Samuelx on Sep 15, 2017
Anal

Hello, everyone. My name is Blek Jefferson. Just call me Jefferson. I'm a military man and a student of all aspects of human life. An adventurous sort of hunky black man who likes to experience different things. Life is short, as they say. I don't like to waste a single day of my life. That's why I have so many different hobbies. There's so much to do. I lik...

Lady Burglar and Her Painful Error

by 123z on Mar 12, 2019
BDSM

Jessica Robinson blamed it all on Brexit of course. The twenty two year old had never known hardship in her young life until this wretched saga of the UK leaving the European Union changed everything. Brought up the daughter of an electric car dealer, the slim blonde had been spoiled rotten by her loving parents. Schooled at the exclusive Burgess Hill Boardi...

The Salon Pt. 03

by JSF79 on Mar 27, 2018
BDSM

Sarah was still trying to catch her breath as she felt the bonds holding her to the padded bench being undone. Her mind was still reeling from the events of the last few moments. Not only had she touched a woman sexually for the first time in her life but she had allowed Karla to fuck her to an orgasm! Yes, she had been strapped down and unable to move but s...

The Hogarth Club Ch. 35

by keirakeenorg on Oct 31, 2018
Novels and Novellas

Reggie was in the kitchen with a spam fritter sandwich when Judith was shown in. "You're early, are you keen?" Reggie asked. "Absolutely, I'm hoping you'll let me dominate you when we've finished with the invertebrate." "Invertebrate?" "Yes, the spineless wonder with a matron complex." Reggie poured Judith a cuppa. She delivered it with a folder. "What...

Slaveholder Ch. 02: Slaveowner

by potsherd22 on Sep 16, 2017
Romance

Tottie grinned, plainly delighted. "Oh yes, please master. I can wag my tail like anything when I am pleased." She took it as permission to stay, and I couldn't bear to say otherwise... Slaveholder. Part two, Slaveowner. Jim McMurty: As I was going to learn. It is one thing to be a slaveholder, and another to be a slaveowner. During the evening I dresse...

The Submission of Alicia

by cscott8388 on Sep 19, 2017
Loving Wives

The day had finally arrived. Alicia had been waiting for this vacation for months and now she was finally boarding the plane with her husband Cory. It had been a long time since they got to go away together and she was very excited. They handed their boarding tickets to the flight staff at the gate and boarded flight 2039 to Savannah, Georgia. They had stopp...

Academy Girl Calandra

by Pastel_Comma on Sep 13, 2017
Sci-Fi & Fantasy

Calandra glared at the assembled ward crystals and the blight they surrounded. The source of her misery and unearned despair, the faunaweed. She clicked her teeth, her pearly whites grinding as her lips pulled back. Perhaps if the professor stayed behind to supervise, Calandra might have played off her actions as a simple grimace. It wasn't though. She bar...