Piss Bet Stories

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Orientation
Length
Source
Infinite Scroll

Dom Roomies Ch. 01

by onyourknees on Sep 25, 2017
BDSM

Chapter 01: Beginning It was getting near the end of my first year at college and I was moving out of my dorm and looking for a place to live for next year. I had a summer job lined up and I was thinking about getting a sublet in the summer to save some money. One day, browsing around a dating site, I saw a user called "domroomies" and the picture was smal...

Roberta & Patrick's Next Bet Ch. 02A-1

by BONNIEBREA on Sep 15, 2017
Loving Wives

This story is presented in a total of five parts. There will be a second part of this chapter 2A, and there is a two part chapter 2B. I think the story hangs together fine on its own, but I think having read the stories Roberta & Patrick's Bet and Roberta's Bet will increase your enjoyment of this story. The story is complete and all installments have been s...

Anja's Wager

by Arkontheroof on Sep 16, 2017
Exhibitionist & Voyeur

The four of them had not been out late, but had left the bar about ten, and now wandered back through the neon-lit streets to Dan and Marie's apartment. After a few beers or glasses of wine their inhibitions had dropped, leading to a conversation about sex which had given many cause to blush. On the way back Dan and Ray continued the conversation, in a rath...

A Lost Bet and an Anal Adventure Ch. 01

by tighttushy on Mar 9, 2020
Anal

This is from my graduation days. When I was in the third year, all of newly turned 20, the class stud, an incorrigible fellow named Bobby who would miss classes yet score more than me, had placed a bet with me that I wouldn't be able to score more than him in the mid-terms. The terms were simple, whoever lost would have to do exactly what the winner said. I...

A Lost Bet Ch. 01

by amarasfantasy on Sep 12, 2017
Transsexuals & Crossdressers

I was afraid. I knew I'd lost a bet with some guys I didn't really know and I had no idea what they had planned. It was stupid of me to have made the bet, but I just knew I'd win. We'd been sitting around playing poker and I was almost out of chips. I was biding my time though, watching my stack dwindle as I waited for my hand. Then it came, a straight flush...

The Four Years: Year One Ch. 09

by The_Dork_Knight on Sep 12, 2017
Novels and Novellas

It had been two days since I got back to school. None of my friends had returned yet, so it was just me on my own. Though, after the phone call I had with Jake and Lisa, I was kind of glad about that. Lisa was pretty pissed at me because of what happened with Jessica. I won't go into details about what was said, but she did threaten physical harm to a certai...

A Nightout with the Wife

by rabbs1972 on Nov 27, 2018
Loving Wives

There we were. Just like every other Friday night since as far back as I can remember all we do is sit around watching TV. It's not like back when we were dating though. Were both a bit older, bigger, and have the kids to worry about, but this weekend it's just us. The kids are at sleepovers, and we're alone at seven on a Friday. "Let's go do something." I...

The Bet and the Gangbang

by FatjackFallstaff on Sep 11, 2017
Loving Wives

(Another story about my wife Heather and a sequel to Seduced by the Game.) * Six months had passed since I lured my wife Heather into an incredible night of sex with our friends Larry and Kath. I had hoped it would become a regular thing and perhaps if Larry had stayed around it would have. I suspect Heather didn't in fact need much encouragement to have...

Losing Your Senses

by schwammi99 on Sep 13, 2017
BDSM

It all started with an innocent bet over dinner one evening. With nothing more than a quick check of the internet I had won the bet, but I was not ready to collect. That would wait for another time and place. We did not even decide what the reward was. All she knew is that she lost. Weeks later, I decided it was time to collect. The kids were gone for the...

David Pays His Bet

by DPresido on Sep 17, 2017
BDSM

I should never gamble. With luck like mine, I should know better but there I was, full of certainty that THIS time I was going to get her under my control at last. We'd been playing at submissive and dominator for a while. She knew that I enjoyed both roles but lately I'd been on a submissive streak. The playtime was always good no matter what we did. What...