Boarding School Punishment Stories

127,893 results
Orientation
Length
Source
Infinite Scroll

The Boarding House Ch. 01

by Johnsexlife on Sep 1, 2017
Group Sex

Although our sex life had been great is had become boring lately and Linda and I decided to relocate to a college town in Utah to spice things up as sex with folks are age 60 plus just did not cut it. Linda is in the late fifties and can still pass for early forties as she cleans up well and still turns heads. Her 38D breasts distract from any minor physica...

Mother's Tale

by THEONEREALGUY on Sep 13, 2017
Mature

Clair Taylor is a successful real estate agent after only twenty-two years of selling homes and paying the dues to an unforgiving profession that requires so much time and effort to make the sale; she has managed to find the stability that she always searched for, but not at a cheap price. Her marriage to Ken had been rocky throughout the years. The lack o...

Phone Call from the Nude Beach Ch. 05

by MFFM on Nov 18, 2019
Exhibitionist & Voyeur

The author invites you to first read the four earlier chapters of this story, "Phone Call from the Nude Beach" and "Phone Call from the Nude Beach Ch. 02, 03, and 04". If you don't read the earlier installments, a brief synopsis follows to catch you up. ***** Our naked beachgoer is in Miami, enjoying the weekend between the two weeks of her training class...

Cowboy's Story

by kaylaiswicked on Jul 6, 2004
Erotic Couplings

{This story takes place in the Old West. All characters are over 18} Robert Lee Jackson, who was later known as “Snake Jackson” was born in July 1862 on a small ranch just outside of Amarillo, Texas. His Daddy, wounded earlier in the war, struggled to support his wife and four children on the hardscrabble land. As the war ended, times got harder, but the Jac...

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Finger on Sex Business Ch. 01

by EgmontOriginals on Sep 15, 2017
Novels and Novellas

Britt Eagles was teetering on becoming a real slut by the time she was eighteen. * Reeking of sex one evening (she'd been active in the steamed-up parked car of the 30-plus driver), she'd kindly invited her date in for refreshments when was about to drop her off outside her home because he looked so exhausted. Her parents initially ignored them as they w...

Life of Angela Ch. 03

by Alfamann on Sep 26, 2017
Exhibitionist & Voyeur

It had all seemed like a dream and I couldn't really believe the encounter with Darren had really happened. It was all very overwhelming for a young, naive female. When Bridget was around I was incredibly nervous and I was so sure she suspected something. In fact on one occasion she asked what was wrong as I did not seem my normal self. I attempted to dodge...

Medieval Punishment

by Araw on Dec 11, 2017
BDSM

This is a work of fiction. Even the country is fictitious. Any resemblance to actual people, events or places is accidental. ***** Julie gave her passport and reservation to the check-in agent. "Buram. That's exotic," the agent commented as he typed on his computer. After a bit of typing, he apologized: "I am sorry, but I cannot check you all the way to B...

Homecoming Date

by devilishmaster32 on Sep 17, 2017
BDSM

"I plan on caressing you slowly. Letting my fingers wonder around your naked body, until you can't take it anymore, all the while your hands are bound.. You will be blindfolded. After my fingers have wondered your beautiful body; my lips shall explore. I'll whisper in your ear what a dirty girl you have been. Then take my belt across that pale ass of yours a...

Transformed

by jlaliberte on Apr 27, 2020
Amateur

(Note from the author: So I did not expect this to take off as much as it has, but it has been great. If you like it please consider leaving a like it lets me know that people actually like what they are reading and I will continue. Two things people are asking: Yes, I will be fleshing out the different paths but it takes a while. Second, if there is anythin...

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The Engagement

by Gentlemen8p on Dec 29, 2019
Romance

Prologue On a cold Christmas day war broke out, both sides evenly matched, a snow-coated garden their battlefield and snowballs their weapons. The conflict began when the sound of children yelling erupted, the first strike was thrown by Victor a tall boy wearing an expressive coat and a smug smile of superiority on his charming face. His hands protected from...

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