School Bet Stories

141,638 results
Orientation
Length
Source
Infinite Scroll

Trading Places/Swapping Roles

by TwistedPlayr on Sep 14, 2017
BDSM

Ken had begun to regret his idea. Sherry had always been a little too smug for his tastes, and he had taken the opportunity to teach his slave a lesson. The bet had been simple, and Ken had been overconfident. His computer had taken a turn for the worse, and would not even turn on. Ken had brought it to a computer repairman, and was given the bad news. The c...

My Best Friend's Exposed Pussy

by zip33 on Jun 11, 2019
Exhibitionist & Voyeur

My husband John and I have been married for 10 years. John is a tall slender man and the love of my life. My name is Karen. I am 5'2" about 110 pounds with long auburn hair about 2' below my shoulders. My husband always says how beautiful the color of my hair is and women would die to have that color. I never thought of myself as sexy and actually I am very...

Good Slut - Guided Masturbation

by TieMeUpAndTeaseMe on Apr 15, 2020
Toys & Masturbation

Materials: A scarf/tie/rope, a wooden spoon/some sort of hard, flat surface I'm going to make you feel so good. I'm going to make you tease yourself until you squeal. Does that sound good, princess? Good. I want to start you off by reminding you that whatever free will you thought you had, you don't. Imagine that your hands are my hands, torturing you and...

Slutty Sue Pays Off Her Lost Bet

by raidernation25 on Sep 13, 2017
Group Sex

I don't know why I bet on things I know nothing about. I hate football but a few years ago I lost a bet with my husband on the Super Bowl. I thought that Denver would destroy Seattle while my husband, a Raiders fan didn't really care one way or another. "As a Raiders fan I hate both teams equally," my hubby Ed explained. Well stupid me picked Denver and E...

Sexy Golf Wager Ch. 02

by Tall_Stranger on Sep 1, 2017
Group Sex

Chapter 2: The Next Hole Jack and Allison smiled as Brent and Robin made their way to the next tee from their trip to the woods. Jack and the dark tanned Allison could see the flushed faces and tiny beads of sweat on the pair as they approached. "Have a good time?" asked Jack. "A man has to pay off his bets." is all Brent replied and winked at well-endowe...

When the Phone Rings

by XyJonah on Sep 11, 2017
Letters & Transcripts

-Hello? -Hey. Audrey there? -Audrey? There's no Audrey here. -Ah, crap, I'm sorry. Is this (reads number)? -Yeah. I think you dialled wrong. -No, I'm looking at my phone; that's what it says I pressed. -Well, I can't help you. Sorry. -You possibly could... -Oh really? -What are you wearing? -What? -What are you wearing? -A blouse, a skirt... -Y...

One Pump Chump

by Gaius8666 on Sep 12, 2017
BDSM

Desiree was stunningly beautiful. The several strip clubs she owned, and occasionally performed in, were wildly successful and major generators of cash to her ever growing bank accounts. Owning such a profitable venture, and running it with the efficiency of the sharpest mind on wall street had made her incredibly comfortable very early in life. Having gro...

Mastering the Game

by devilinusall on Sep 17, 2017
Non-Erotic

"You lost the bet," he reminded her. Still, she felt oddly numb. She just knew she was going to beat him; he had never been much of a pool player. Big surprises come in small packages, and when you least expect them, he had once told her. He had said that months ago when they first met, and had repeated himself earlier today, just before the games began. But...

Cum Together

by ex2c on Sep 14, 2020
Group Sex

Friday happy hours were an office ritual. Our sales team always bonded over drinks, especially after a blowout quarter. After a few rounds one evening, I overheard Debbie and the other women on my sales team argue whether it was possible for a man and woman to cum at the same time. They revealed that most of the time, the guys they slept with either came fir...

Deanna's Surprise Pt. 01

by Gorgo on Sep 12, 2017
NonHuman

Part 1: Reika and Irene **** **** **** With C&C from D.B. Story **** **** **** (Herm/Bi-'bot (2), Bi-'bot/Bi-'bot, rom, SciFi, ASFR) WRITER'S NOTES: I've been editing D.B. Story's various works for the past few years now. I've long been impressed by his overall world view concerning robotics, AIs and how they would interact with humans in general....