Boys' Boarding School Sex Stories Stories

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My Biography

by spknannie on Sep 14, 2017
BDSM

My name is Annie; my nickname is Spankin Annie, we will be described this nickname as my story continues. I am an attractive buxom, quite curvaceous single woman in my early 30's. I have big long red curly hair, dark skin, plump cheeks and deep sexy blue eyes. I'm a white, 5'7" tall woman with a DD breast size, my measurements are 46-34-38 and I weigh roughl...

My Life

by JamieeR on Sep 14, 2017
Novels and Novellas

It's raining again... or maybe it's better to say it's still raining. But at least the bed is warm and comfy, and looking at my watch, I still have an hour before I have to get up and get to class. My name is Jillian Aimee Boyack but everyone calls me Jamiee. I'm was cursed to be short and skinny at five-feet one-inch tall and weighing in at ninety-five poun...

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...

Wild West Club

by Winterfrog on Sep 17, 2017
Loving Wives

Tales and myths from the American Wild West have fascinated boys all over the world during the last 140 years. An old saying says, "Boys are always boys and will never be adults" and therefore we middle aged men in our small Scandinavian town have an "Old West Club" with twelve members. Names as Wyatt Earp, John Ringo and Doc Holliday are magnified and fact...

A Boy at a Girls School

by switch76 on Feb 17, 2003
Erotic Couplings

Choose a boy's name as first name Choose a girl's name as last name ................................. It is the first day of term. Your name is John. You arrive at Skyviews school. It has been a girls boarding school up to now. This is the first year that they have decided to allow boys to attend the school. This will be your home for most of the next 2 year...

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The Longest Road Pt. 04

by Ilbfita on Sep 16, 2017
Transsexuals & Crossdressers

Fencing is a difficult and dangerous job. To be effective, fence posts need to be in straight lines and spaced evenly. If there is a five tonne rock or a one hundred year old gum tree where the fence post needed to go, then too bad, the fence needed to be straight. Barbed wire needs to be tight, and applying tension to it is risky. Fencing was normally done...

Ch. 07 A Quaker Lady Evolves

by Bushman on Sep 12, 2017
Loving Wives

Hello. My name is Becky. I'm a thirty-nine-year-old teacher of English, and I'm delighted to testify on the subject of open marriage. It wasn't my mother's bag; but as I matured, my friends and their standards helped me evolve--not revolt--from my Quaker heritage. Actually, in boarding school my sexuality had raged, frustrated and confused, in my petite body...

An African Misadventure Ch. 02

by MarkCane on Sep 14, 2017
Interracial Love

Life in the colonies was not always a congenial experience for the ladies. There was little to do much of the time. Of course all the Europeans had servants, so housework and cooking was taken care of. They were pampered, but bored. Cynthia Petherington missed the excitement of London life - the parties, the shopping in the fashionable streets, tea at The Ri...

Under the spell of lust and shyness

by Meister U on Apr 22, 2025

Christin has always been extremely shy. The mere idea of being in the company of other people almost drove her crazy. But it was time to face her fears. With trembling hands, she smoothed out her wrinkle-free skirt and brushed the imaginary specks of dust off her white blouse. Today she would be entering her new home - St. Anna's boarding school for girls. A...

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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...