Bet Stories

65,713 results
Orientation
Length
Source
Infinite Scroll

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...

Hubby Losses a Bet

by Sexybeast8899 on Oct 19, 2020
First Time

A friend of mine is a New England Patriots fan. So is his neighbor Todd. Last season they had a party for the Patriots game versus the Chiefs. I'm a Chiefs fan. They invited me over for their party. The Patriots were the home team, but the Chiefs were having a good season. "Good to see you, please come in in!" Todd said as he greeted me at the door. "You...

Dressing Up For My Wife

by dirtyjoe69 on Sep 13, 2017
Transsexuals & Crossdressers

My wife and I had a bet on the football game that pitted our two rival teams against each other. It was a horrendous day for my team and hers slaughtered mine 31-0. It was the same bet we always have with each other. It is a bet where no one really loses because it ends up with us having wild kinky sex. On earlier bets we have had, she has had to let me fuc...

World of Bets

by Niehdh on Oct 2, 2020
Miscellaneous

100 years ago, a law was passed, making it so that every bet made between individuals would be legally enforced so long as both parties agreed to the terms. The punishment depends on the terms of the bet, but would typically be much worse than the actual loss of the bet. The consequence of losing a bet can be anything so long as it does not result in permane...

Open in Reader

The Sure Thing Ch. 01

by Just Plain Bob on Sep 12, 2017
Loving Wives

I'm a gambler. Oh, not a high roller by any means, but I do love to bet on things. Once, in Houston at the Hyatt Regency, a couple of us sat in the lobby and bet on the elevators; which one would get to the top first, get down first, or if it was stopped at a floor would it go up or down. Not big bets, but bets just the same. I'll never put myself in the poo...

The Bet

by zeke81 on Sep 1, 2017
Exhibitionist & Voyeur

Susan saw out of the corner of her eye that Eric and Kyle were whispering back and forth about something. She even heard a few muffled laughs. Curious as to what they were discussing she walked over to them. "Now just what are you two whispering about?" Susan asked. Caught...Eric and Kyle turned red, looked at the floor, and remained silent. "Come on now....

Lose the Bet, Lose Your Clothes!

by B3AUTY_BEAST on Sep 11, 2017
Exhibitionist & Voyeur

It was a cold winter evening in East Tennessee and we had been trapped indoors for far too long. What we needed was a little excitement, a little fun, a little naughty time. I asked if you were up for some excitement. I knew I didn't need to ask. You were the type of girl that would try anything at least once if I just asked. You are one of the most stunnin...

Losing the Super Bowl 2015

by The_Technician on Sep 13, 2017
Exhibitionist & Voyeur

Be careful what you bet on the Super Bowl, especially if you are a couple of drinks past your limit. = = = = = = = = = = = = = = = = = = = = WARNING! All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual content. All people and events depicted are fictional and any resemblance to persons living...

The Enchanted Pumpkin Patch

by sack on Sep 16, 2017
Romance

"You've probably heard the Appian Hollow Pumpkin Patch is haunted". Roy Arbengast spoke earnestly to his next door neighbor, Betty Stone. "W-why?" Betty was intensely superstitious and could feel her heart pounding like a jackhammer in her chest. "We-l-l-" Roy had a distinct drawl. "Sometimes people go there and...." He paused tellingly. "They never come b...

A Bet in Branson

by LynnGKS on Nov 20, 2018
Exhibitionist & Voyeur

We've been going to Branson to fish every summer for years – four couples, very good friends. All in our early thirties. The guys fish and the girls shop and we take in the shows at night – one week of total fun. We rent this place from a friend – it's really just a shack with a great big living room and kitchen and four bedrooms jutting out from the living...