School Bet Stories

141,638 results
Orientation
Length
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Infinite Scroll

A High School Bet

by sexy_jessie on Sep 12, 2017
First Time

Jesse and Jessie Sinclair were two of the most popular kids in their senior year at high school. Twin brother and sister both were eighteen, tall and thin with shoulder length blond curls and bright blue eyes. Unbeknown to the rest of the school they were also two of the kinkiest people in the whole town. One day Jessie lay, lounging, on a sofa at their hou...

Class Reunion: The Bet

by Stultus on Sep 13, 2017
Romance

Class Reunion: the Bet Copyright© 2008/2012 by Stultus Description: I was willing to bet my life savings and future domestic happiness that my best friend, a romantically irresistible force and Sex God, couldn't seduce my fiancée. The odds seemed impossible - no other woman had ever resisted his overpowering sex appeal before, forewarned or not. Could my I...

Her Cherry

by JesterHaT on Aug 30, 2017
First Time

Edward loved school. Not because it was his final year in high school and he was 18, which meant he could drink all he wants, but he loved to check out the fresh, new girls that arrived at the school. Young, tight bodied females passed him, their light perfume drifting into Edward's nose. And the way they seductively swayed their ass, causing some of the ner...

Louise Submits Ch. 01

by bydasea on May 16, 2018
Exhibitionist & Voyeur

Hello, my name is Louise Baker. I'm a Mathematics' teacher in a very elite high school. All my students are very intelligent seniors and are chosen for my class because of their grades and ages. They must have a 4.0 grade average and be 18 or over. Yes, some students are 18 while still in high school. I am also one that used to be in this type of class and...

The Bridge Club Ch. 08

by AspernEssling on Sep 12, 2017
Romance

Massimo had told Christina about the bet. I couldn't for the life of me figure out why he would do that. To fuck me over, sure. But he was forfeiting the bet by revealing our secret. Did he hate me that much? I had to know. So I called him, and set up a meeting at the fitness club. I didn't mention squash or tennis. He knew why I wanted to meet. Massim...

Gillian Newark's School Tales Ch. 09

by SylviaG on Sep 19, 2017
Mature

I spent lunchtime watching Dave and Freddy. I could see the subtle way in which Dave was ordered about by his wife's lover. It was less obvious to those who didn't know. They both caught me grinning at them as Dave was asked to get Freddy a coffee. Dave moved next to me to pour the coffee. "Still there is he?" I asked quietly. I didn't look at Dave but I'm...

The Gypsy and The Bet

by johndstories on Sep 13, 2017
Erotic Couplings

"Ya what?" Beth asked. She swayed her long black hair so that it framed her shocked face and rested on her shoulders. She leant forward over the table of the fast food restaurant to look at her date, the squirming travelling gypsy and he wiped his nose with his fingers. "I had a bet I would nail ya on the first date." Beth squirmed in her seat and suppress...

The Bet Ch. 01

by sadkins116 on Dec 25, 2018
Exhibitionist & Voyeur

This is a story about a young college co-ed who learns the hard way gambling isn't for everyone. . It was requested by a young lady who has enjoyed some of my other stories. Chapter one sets everything up and has the bet. Subsequent chapter's deal with her trying to pay off the bet and end her torment. This story has lots of exhibitionism and eventually non-...

Britney Ch. 15: Support Group

by SZENSEI on Sep 15, 2017
Exhibitionist & Voyeur

Britney Foxx conveniently stepped from her bedroom just as her Mother left the house to grocery shop. She needed quiet time with her Father to obtain his help. Sitting in the living room after washing his truck in the drive Keith enjoyed a cold brew. "Can I talk to you Daddy?" "Let me guess. You need me to watch you have sex with another virgin boyfriend....

Sandy Strips For My Friend

by writemarksmith on Sep 13, 2017
Exhibitionist & Voyeur

Sandy is the girl I had always fantasized about. She was the girl next door type, but the girl you always wished lived next door rather than the one who really did. She has natural blonde hair that she almost always keeps in a a ponytail. Sandy is athletic, working out a few times a week so she has a nice tight body. Not big tits, but firm, with beautiful le...