Lost A Bet Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Lost a Bet

by kgardner on Sep 26, 2017
Group Sex

I've been living with my boyfriend, Dan, for a couple of months. A couple of weeks ago, Dan came home with some wild story about putting my sexual services up as a poker bet. When he saw the look of horror on my face, he quickly told me not to worry, and that he had in fact won the five hundred dollar pot. Since then I've been waiting for him to come home an...

Lost a Bet

by nasty_rachel on Sep 17, 2017
Loving Wives

"I had three aces. There was no way I could lose." "But you did." "How was I supposed to know he was going to draw a straight flush?" my husband replied pathetically. This was so like him, to bet his wife in a card game. He could be such an asshole. "I can't believe you expect me to follow through on this Ted", I shot back. "Well, a bet is a bet", he s...

Lost a Bet Ch. 02

by nasty_rachel on Sep 17, 2017
Loving Wives

Ted and I talked a lot about our experience with Scott. He was very excited the whole time I was out with him. He said that he masturbated over and over thinking of his wife getting banged by some other guy. I have to admit that I had a great time too. We had sex like we did when we first met for weeks after. Ted loved to hear me recount the details of my ni...

Lost a Bet but Won The Prize

by anaffairtoremember on Sep 14, 2017
Illustrated

Surely he was going to win the bet, and it would be him that called the shots in our next meeting. I hadn't planned anything, thinking OU would take the Fiesta Bowl without any problems... That wasn't the case. Midway through the 3rd quarter Boise took an 18 point lead. It appears OU had underestimated Boise's defense line. The rest of the game is nail bitin...

I Lost a Bet

by sarahsmith1989 on Sep 14, 2017
Erotic Couplings

It was the kind of warm August night where you don't even want to move. My friend and I were just lying on the couches in my living room playing a baseball video game. We had just started a new game and it was still scoreless. My phone buzzed soon after we began play so I paused the game to fish it out of my pocket. It was rather late and I was wondering wh...

Ellie Lost a Bet at a Party

by EroticMark on Sep 16, 2017
Exhibitionist & Voyeur

"You can change in there." Riri said simply, trying to hide her grin. It wasn't working. "Don't you mean undress." One of her lackeys corrected. I didn't bother to reply and instead just headed into the dark room. The first part was easy, removing my shoes and socks, then I pulled my T-shirt over my head, before unbuttoning my jeans and sliding them down m...

I Lost a Bet to My Friend

by Norwayadventure on Sep 14, 2017
Group Sex

My eyes went a bit wide with excitement as the buzzer indicated the game was over. I looked to my side to see my Girlfriend Kiara, wearing only a T shirt and a thong that left little of her to the imagination. Kiara has a perfect body; she stands at 5'4 with long and strong legs that came from wide hips and an amazing firm ass from a lifetime of exercise in...

The Mature Sex Slave(s) Ch. 02

by Scarloochie on Sep 17, 2017
Loving Wives

We lost a bet that brought us to this point in our sexual experimentation. Wanting to involve others in our sex games had just taken this erotic turn. I watched while an old friend used my wife Mary. I assisted in preparing her for this subjugation and also participated with great satisfaction. Now that we were drained from the first round of activity, I won...

Lost Then Found

by GatorRick on Sep 12, 2017
Romance

This is not your typical tale of romance between a man and a woman. I have tried to tell a story of how a man, who believes he has lost everything important in his life, discovers he really hasn't. Although Post Traumatic Stress Disorder plays only a small part in this tale it plays a major part in the real lives of many people. PTSD is not just a conditio...

Bonnie's Lost Bet

by TBERRR! on Sep 13, 2017
Loving Wives

This is an absolutely true story. Enjoy. A few weeks ago my wife, Bonnie, and I made a bet on something we were both absolutely certain we were right about. The bet was for one evening of whatever the winner wants - total control. I won, and Bonnie was appalled. I am always trying to talk her into letting me show off her body more, like flashing truckers on...