Losing Bet Stories

101,365 results
Orientation
Length
Source
Infinite Scroll

The Game

by Psishadow on Sep 25, 2017
Exhibitionist & Voyeur

Doug showed up for the game not sure what to expect. They had played strip poker several times before, but Jenifer promised this time would take the game to another level. He was greeted by Jenifer who introduced him to Lynn, Michelle, and Nikki. Jenifer said that they were still waiting on Paul and Tiffany then everyone would talk over the rules of the nigh...

Ezmerelda Wins the Bet

by SPEN STERLING on Sep 12, 2017
Group Sex

Ezmerelda and Dan were in the same college, were in the same advanced chemistry class, and were even in the same study group of ten students preparing for the midterm final. But they had never actually spoken or interacted with each other, up until the incident at that study group review session, the incident which later became known as the C30H54N2Cl stable...

Double or Nothing

by SPEN STERLING on Sep 12, 2017
First Time

It was bowling night for Jeff Tailor and his friends from the football team, and the crew was making the most of their first week of freedom as high school graduates. There was so much whooping and high-fiving going on that Jeff didn't notice the girl in the lane beside him until they were halfway through the first game. It was Melody Spincer, his next door...

Eagles Country

by riverboy on Feb 13, 2018
Group Sex

This is the story of a doctor's office nurse who goes to a Super Bowl party. It was written quickly in order to get it out in a timely manner. It's basically a first draft, so please ignore any mistakes that made it through. — I had a date for the super bowl. It turned out to be a one night stand. That's kind of a bummer, because I liked the guy and I'm a...

A Wager Gone Wrong Ch. 02

by CatherineH on Sep 16, 2017
Loving Wives

Thank you for the many positive remarks. Despite the early morning hours which I had snuck down to the system to work on the submission and subsequently left several typos and mistakes the patience that you expressed (for the most part that is ) is much appreciated. A little background for this is as such: The wager is true. I lost a bet for the purpose of a...

Rita & Rhiannon's Bet Ch. 07

by BONNIEBREA on Sep 14, 2017
BDSM

Here is the other version of Rita's Bet that I had mentioned I was working on. When I had first though about the premise for Rita's Bet I was undecided about where to take the story. There were two possibilities that appealed to me. While writing the first idea (published as Rita's Bet) I decided to write the second premise too when I finished, and this is t...

The Game Ch. 04

by Psishadow on Sep 25, 2017
Exhibitionist & Voyeur

This is a continuation a couple weeks after chapter 3. A new game with old grudges makes for some real fun. Doug walked up to Michelle's house. Jenifer had asked if they could play here instead since she had hosted the last couple of games. He wondered how everything would work now that a couple of people had markers over others. He knocked and Michelle ans...

Letter to a dirty lil slut

by Dark_Thirst on Sep 12, 2017
Letters & Transcripts

Dirty lil slut, I wanted to write you this letter and tell you what a good dirty lil slut I think you would make for Me. I know it excited you even just to see a letter from Me and I am sure you are getting turned on just thinking about what I am going to say. That is okay, I like it when you get hot and excited from My thoughts and words. It seems they ha...

She Should Have Quit When Ahead

by Jazzydove13 on Sep 15, 2017
Exhibitionist & Voyeur

This is not a story about one of my experiences but of one that I saw. It was a regular January evening and as such it meant going out and doing something. What's the point of staying home on a Friday night when your friends keep messaging you to go out so I of course was more than ready to say "sure, let's go get drunk." We decided on going to a local bar...

Haunted House Ch. 01

by LeNana on Sep 14, 2017
Group Sex

Holy shit. Why did I ever agree to come in here? I looked around at the dark room, with floorboards ripped out of the floor. The sheer curtains were destroyed, pulled down, half torn. The couch had holes and even looked like it was decaying. Don't even get me started about the old TV box; the glass was cracked and broken. The drafty house was getting me co...