Losing Bet Stories

101,365 results
Orientation
Length
Source
Infinite Scroll

Ten Year Reunion Ch. 03

by robertl on Oct 13, 2017
Loving Wives

When we got out of the car, I gave my wife a hand helping her out of the back seat. Tanner had already paid the driver with a credit card, so I thanked her and gave her two twenty-dollar bills for a tip. After she left I pulled my wife to me and kissed her. While our tongues were caressing each other's lips, I couldn't help myself. My hands squeezed in betwe...

A Bet On The Game

by English Bob on Sep 16, 2017
Loving Wives

Patric Green was a little pissed off. It wasn't because his team, The Dukes, were down seventeen to twelve with only twenty minutes of the game remaining. It wasn't really that his wife, Mandy was still hanging around instead of going out with her friend Sue, as previously arranged. No, he could deal with all that - just! What had really annoyed him was that...

Losing My Assistant

by AnonymousPerv on May 29, 2018
Exhibitionist & Voyeur

Okay, I literally spit this out in one sitting, just now. I guess it's pretty short, but it was fun to do. I have utterly no idea where this story best fits. Erotic Couplings? Fetish? I settled on Exhibitionism, as it carries that theme, but in the eyes of the voyeur/"victim". Anyway, hope there aren't too many grammatical mistakes, as this was a quickie. I'...

Amber Bets Her Ass

by fwgx32a on Jan 31, 2018
Erotic Couplings

Joey & Amber were playing poker. Joey wanted to fuck Amber, she was a perky blond with blue eyes and big boobs. But Joey really liked her nice round tight bottom. He couldnt stop staring at it and fantasized about mounting her ass and making her scream. This is why he lured Amber into playing cards and drinking beer. Amber didn't know how to play poker s...

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Bar Bet Weekend

by LiseKLord on Feb 7, 2018
BDSM

Joly and Rina had been friends since elementary school, through high school as well. They had been college roommates and now, five years after graduation, thanks to good jobs, they still chose to share a very nice condo in the heart of downtown. They knew everything about each other, and despite the occasional annoyances any living together relationship migh...

Rhonda Rousey's Repercussions

by TheDarkCloud on Sep 12, 2017
Celebrities & Fan Fiction

Ronda Rousey nervously adjusted the painting in her large hall one more time. It's wasn't squint but it gave her something to do and wasted another five seconds of this time that was passing so slowly. The 29 year old glanced up at her ornate hanging clock (paid for by one of her early UFC victories) and groaned as she saw the second hand hit exactly for eig...

I Never Had a Chance

by SamandJeremy on Sep 17, 2017
BDSM

The following is an absolutely true story. It doesn't have as much sex as many others, but it was wildly erotic for me and my Mistress. Some parts may seem a bit hurried because I don't remember everything as vividly as I would like. * "You're going to lose a bet tonight." That's how it all started. My fiancée uttered those words that sounded so much like...

All Bets are In

by patdown on Dec 12, 2018
Erotic Couplings

A friend of mine had one of his poker parties and of course he said I had to go mainly because he knew I had the $500 to buy in. I don't play very often and I prefer to play at the seriousness level of everyone else in the game. I don't have to win at all costs, just have fun with it if that's how we were playing. I was the object of quite a bit of attentio...

Balls, Cues, & Bets (Version 1)

by EmmaB on Sep 12, 2017
Group Sex

In a dark smoky bar, shooting pool, we decide to wager. I'm highly competitive, although not all that great a pool player, but I can get into a zone where I do well, and it always makes me a bit cocky. You're always cocky and so the energy climbs. The wager starts out simple and teasing... each missed shot, the person has to unbutton a button on their shirt....

Nosferatu Ch. 01

by texasjim on Sep 16, 2017
Erotic Horror

Nosferatu Ch. 01: The Beginning The steam rises from the damp, dark street. Your running, panicked…not sure what is pursuing you. You hear the heavy sound of boots on the cobblestone streets. The thumping is right behind you. The faster you run in your bare feet, night gown flowing behind you, the closer the footsteps become. The cold air and the panic a...