Chastity School Stories

109,968 results
Orientation
Length
Source
Infinite Scroll

A Corrections Officer's Tale

by adoration on Sep 13, 2017
BDSM

It all came about because my husband, Roger, and I took in a lodger. She was a lovely young thing, a tall blonde, beautifully built if slightly on the muscular side, and the local girls school's new physical education mistress. I say "school", it was more of a home for wayward girls aged between 18 and 20 years – a place they would be sent to avoid going to...

Chapter 01: A Good Boy Acting Badly

by Slirpuff on Sep 16, 2017
Non-Erotic

Chapter #1 A Good Boy Acting Badly "Stephen's just a good boy acting badly," is how my grandmother used to phrase it talking to my mom. "He doesn't mean to be bad, he just can't help it sometimes." But that never cut it with my dad though. You see, trouble just seemed to follow me, and always too close for comfort. Like the time we were throwing apples at...

An After School Special

by abbeynormal on Sep 26, 2017
BDSM

When I was first handed this scenario, I didn't think about doing a prequel to Teacher's Pet, Chpt. 1. In fact, I had never planned a prequel. I was planning a sequel (and still am) but I saw in this a way to explain how Ron's spanking fetish first began and decided to run with it. If you haven't read Teacher's Pet yet don't worry. You don't need to before y...

New Job: New Beginning Ch. 01

by Sweetcheekss on Aug 30, 2017
Erotic Couplings

I tried to mentally prepare myself for what I was going to say to my husband as I drove across town to the small garage where he worked. All of us at the small plant where I worked had just been officially notified our facility was going to be closed. Our jobs were going to Mexico where labor was much cheaper. Although we’d all seen it happen elsewhere, we n...

Whitewash High Ch. 06

by EnglishTeacher on Sep 18, 2017
Interracial Love

Nik walked through the doors of his home, tossed his bag in the corner, and proceeded to relax on the couch. The game was on and he half watched it as he shifted around, trying to find a comfortable spot from the pain of the knife wound. It dulled down but was still throbbing. "Fuck, this is going to make teaching tomorrow annoying." He didn't have to go...

Red-Hot Rita Ch. 01

by LoveArchitect on Sep 13, 2017
Erotic Couplings

I’ve always been fascinated by women. When I turned 18 years old, my parents bought me a computer and I suddenly had plenty of fuel to fire my lust. Very quickly, I found that my lust centered on the more mature women in my life. When I say mature, I mean women my mom’s age, not that she’s all that old. Suffice it to say that the material for my sexual fanta...

Kathryn's Question

by val wrangler on Sep 11, 2017
First Time

You know when people use the term "I almost swallowed my gum?", well, I actually did when Kathryn asked me that question. Went into a coughing fit, too. Lovely... We were both just 18 and had been friends since second grade. Kathryn's house backed onto mine and our relationship had started the way many young ones do: us staring at each other over the dividi...

A Special Girl

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

Please allow me to introduce myself. My name is Steven Brun. I'm a young Black guy living in the city of Boston. I recently graduated from high school and started college. I go to Boston College. It's a school full of rich white kids but I'm liking it so far. The city is big, much bigger than the small town that I came from. I'm from Fitchburg, by the way. I...

Two Wives, Two Lives

by GToast on Sep 16, 2017
Sci-Fi & Fantasy

This story is based on real people and true events in my life. There is a strong fantasy component which I trust will be obvious to the reader, to whom I leave the task of sorting what's fact from what's fiction. There is very little explicit sex in this story. It's a story of love found and lost, and found again in a different time. And for the record: Ba...

Sensual Persuasion Ch. 01

by haremhottie678 on Sep 15, 2017
Novels and Novellas

Cameron A strong arm wrapped around my waist in a purely possessive manner, tugging me in the direction of a hard, definitely masculine body. My breath stilled in anticipation, waiting and wondering what he might do. I felt the heat emanating off of him in waves and I could tell he wanted me. "I can make you forget everything," he drawled in a seductive...