Lost Bet Stories

182,389 results
Orientation
Length
Source
Infinite Scroll

Get Yer Kit Off

by RussetMoose on Sep 25, 2017
BDSM

"Did I tell you you could put on shorts?" Sara asked as she walked past me doing the dishes. The door slammed shut behind her. I scrubbed a pan, trying to pretend her question had been rhetorical. But I didn't really think that tactic would work, and as I heard her walk up behind me, I knew it hadn't. I felt her breath on my neck, and saw her arm reach pas...

Chrissy the Slut Ch. 08

by grahamsaint on Sep 26, 2017
Exhibitionist & Voyeur

For those that commented so nicely on my previous Prequel about Chrissy Thank You. This is the story I wrote first. It is quite a long tale and will be slow to edit and tidy but be patient it will come. I hope you will enjoy the story; some chapters are better than others but I hope you will like them all to a degree. As with my other story's this is set...

Lauren's First Time

by arkark2009 on Sep 12, 2017
Exhibitionist & Voyeur

I have to start by saying that this has been the most arousing experience I have ever had, I lived up a fantasy of mine, and although things played out a little different from what I imagined, for my own pleasure my imagination fell short from what actually happened. So I will describe to the best of my capacity what happened last night. I have been going o...

Fever

by Comshaw on Sep 17, 2017
Loving Wives

Tom took a deep breath as he picked up the last card. Holding his breath, he slowly turned it so he could see it. His heart pounded as he realized it was a 2 of spades. He slid it into his hand along with the other two deuces and the two nines he held. He tried hard not to grin from excitement. He glanced at the small pile of chips in front of him and almost...

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...

Game Night Pt. 01

by Z_H_Locke on Sep 25, 2017
Exhibitionist & Voyeur

Betty reached to look at her hole cards. The motion was incredibly awkward; moving her left arm out to grasp the cards meant that she needed to cradle her naked breasts with just her right arm to avoid exposing herself. She pulled the cards towards herself but stopped to look at the reactions of her fellow players before examining her own hand. The tanned-s...

Honouring the Wager

by scorpio_gal on Sep 13, 2017
Erotic Couplings

"You lost the bet. Time to pay up." I bite my lip in frustration. You're right. I lost. It grieves me to have to admit that I made an error in judgment when I challenged you to that trivia board game last night. I was so sure I had it in the bag. But you pulled it out with the last answer and won the final pie piece with one stupid answer: "The Caspian Sea"...

Win or Lose Ch. 02

by BillyBobJoeEd on Sep 26, 2017
Fetish

Some folks have been waiting a long time for chapter two. Thanks for your patience. ***** It had been over a year since Janice made her bet with me that I couldn't last long enough to make her cum before I blew my load in her pussy. I lost twice the first night, and I lost every time since then, but I still held out hope that I could win. My prize? If I wi...

Turning the Poker Tables

by beermenow on Sep 14, 2017
Loving Wives

This is a follow up to "Sometimes it's fun to lose," you can read that one first but it's not necessary. ***** It had been a few months since my buddies and I lost at strip poker and were at the mercy of my wife Karen and her friend Audrey. This time a friend of mine was having a bachelor party and my wife Karen decided to have her friend Audrey pay us an...

Juan's New Job

by MattChancellor on Aug 30, 2017
Erotic Couplings

Juan had a good first week. Fresh out of college - not even graduated yet, technically - he'd landed a job at the second largest consulting firm in his home city. It paid $45,000 a year, with benefits. Juan had never made more than $12 an hour. The work was great. His manager threw a few clients his way on day one, and Juan seemed to really click with them...