Spanking Bet Stories

82,405 results
Orientation
Length
Source
Infinite Scroll

The Pool

by pabloback on Sep 2, 2017
Exhibitionist & Voyeur

It was a hot day; the tropical sun was beating down on the hotel pool. Lying around the edge on their sun loungers were a few hardened sun worshippers, mainly Scandinavian looking, blonde haired, men with flat washboard stomachs and women with long elegant legs, all glistening in the midday heat. The only movement was from the pool, a delightful blonde who h...

Dick Size Bet

by alexmuntz109 on Apr 28, 2020
Transgender & Crossdressers

It was a Saturday, and I had nothing better to do than lay in my bed in my dorm room, watching TV. Suddenly, I heard a quiet knock at my door, which I initially ignored, until the quiet knocking turned into banging. Lazily, I got off my bed to answer, and was greeted by my friend Sam, who I had been regularly hanging out with since the start of the year....

Mistress Katie Supervises Ch. 05

by royalrogue on Sep 18, 2017
BDSM

Michael prepared himself as he had been instructed for the day, Domina had arranged that Mistress Katie would be supervising him while Domina took care of other matters. He had been eagerly anticipating the awaited date; it had been many months since he had submitted to Mistress Katie. Domina's friend Katie had visited to supervise his state of chastity and...

How I Spent My Vacation Ch. 01

by rembrandt on Sep 15, 2017
Fetish

Sophie was more then a little annoyed, at her age, to be forced by her parents to spend the entire summer vacation away at a summer camp like a little kid. Her friends would all be enjoying their summer vacations at beach houses, sunbaking and partying, or at the very least working back home and earning some real money. Even though she was eighteen, from the...

The Bet

by cybele_13 on Aug 19, 2017
Exhibitionist & Voyeur

So, I get into trouble in school. What kid doesn't? I'm 18, about to graduate, so what's the big deal. How am I gonna learn if I don't make mistakes? Well, at least argument works on Daddy... I got caught after school today in one of the storage rooms with two of the guys from the football team. They literally had their pants down. I was jerking off the o...

Mercedes Senior Year at St. Vincent Ch. 02-03

by OTKTop on Aug 28, 2018
BDSM

Chapter 2: Mercedes is aroused from her spanking. (This is more of a story I have written for a submissive friend of mine. She likes to imagine what it could have been like to be spanked at her boarding school. It's only real in that this is what she imagines happening.) Mercedes walked quickly back to her dorm room, her mind clouded with a variety of thou...

Spanking Jessica Alba

by jv1983 on Sep 13, 2017
Celebrities & Fan Fiction

Now, I don't know if Jessica Alba likes to be spanked, but a guy can dream, can't he? ********************************* The ad read "Dashing, young college guy looking for a cute yet naughty girl to discipline. About me: 23 years old, Latino, average height/medium build (5'5" 180 lbs.), full-time college student, have my own place near downtown LA that's s...

Learning the Art of CDD Ch. 05: Summing Up

by DonBrown on Jul 24, 2018
BDSM

I have skipped a couple of weekends as Poppy was in hospital for 4 days with her Glandular Fever and its taken months and months for her to get back on her feet and she is still not fully recovered. I have to say all the weekends followed the same pattern and every single one was 100% successful, so I could have picked any Sunday. Poppy woke me with a nice...

School Days

by swtncute2 on Sep 12, 2017
BDSM

Here is one of my most erotic s/m fantasies that some day I hope to act out in real life. I hope you like it :) This is a story straight from my imagination. Any correlation between the players in this story and actual people is purely coincidence. This story may not be duplicated or re-posted on another website or in any medium without the written consent...

Shopping and Fucking

by LaurelAspen on Dec 25, 2019
BDSM

"Pleased with your purchases?" enquires Oliver as the escalator makes its stately progress down through the floors of the large London store. "Delighted," Caroline nods towards the stylish carrier bag in her hand, "although the price seems expensive given the flimsiness of the fabric - this is almost weightless." "Can't wait to see you wearing them," says...