Losing Bet Stories

101,365 results
Orientation
Length
Source
Infinite Scroll

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...

Canadian Doubles

by Gaius8666 on Sep 14, 2017
Exhibitionist & Voyeur

Bill was a star. All through high school he had constantly won every tennis match he had ever played, and when he received a full scholarship to UCLA to play on the tennis team he couldn't have been more pleased. His talent however somewhat warped his personality and he was thoughtless, arrogant and rude. Despite these qualities his rugged athletic good look...

Heather is Hot at Our 25th Reunion Ch. 03

by rafters11 on Sep 17, 2017
Mature

Saturday I awoke to Heathers soft voice saying breakfast is almost ready, followed by a passionate kiss. What a great way to wake up. I went to the bathroom then joined Heather at the table for breakfast. She had fixed pancakes, sausage and coffee for breakfast. We planned things to do for Saturday and Sunday while we ate. We decided that we would spend the...

Montana Jake

by western_tales on Sep 13, 2017
Romance

Today seems like a good day for some pool. I have returned to my home town, after being gone for 4 years going to college. I was at a local pool hall, bar, and restaurant combination like you will have in these small Nevada towns. It even has a casino in it. I have just beat 2 college boys, that thought they would be better at playing 8 ball than I was. I wa...

No Game No Panties

by Fiftyfiftyfifty on Feb 28, 2020
Fan Fiction

(If you don't click "Start Game" before reading, things might look confusing at times due to some pages requiring certain conditions.) "This is the Utopia that you guys dreamed of, the world on top of a game board, [Disboard]--everything here is decided by a game, even one's life and country borders!" ― Tet, the One True God In the land o...

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Roberta & Patrick's Next Bet Ch. 01

by BONNIEBREA on Sep 15, 2017
Loving Wives

This story is presented in a total of five parts. There is this chapter one. Following this will be a chapter 2A with a part one and two, and a chapter 2B with a part one and two. 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 stor...

Dear Prudence

by Harddaysknight on Sep 11, 2017
Loving Wives

"I'll take care of your coat for you, Prudence," I offered as I helped her remove her fur jacket. "Thanks, Mike," she smiled. "I'll see you at the bar after you've finished that little chore." That was when I noticed Steve Watkins and Barry Reynolds standing between me and the coat room. I could barely conceal my distaste as I attempted to walk around them...

Stephanie and the Poker Game

by floridaguy2001 on Sep 19, 2017
Loving Wives

Stephanie, my girlfriend has heard for a while now about my buddies and the poker games I hold, she has always wanted to meet them and I told her the next game she was invited but she had to behave because Stephanie has quite a wild streak, she told me she would and sounded almost giddy looking forward to the game. I told her okay baby we will have the game...

Nar Shaddaa Rules

by evil_kitten on Sep 13, 2017
Celebrities & Fan Fiction

Atton stalked restlessly through the corridors of the Ebon Hawk. A certain Jedi Exile was driving him out of his mind. Raia seemed to be everywhere he looked lately, and on the rare occasions when she was out of sight he couldn't stop thinking about her. It wasn't that he didn't like her, far from it; the problem was that he liked her way too much and couldn...

I Bet More than I Should Have

by Willowifey on Jul 31, 2019
Group Sex

"You look fantastic!" Said my husband while helping me out of the cab. "The dress fits you perfectly." I was so proud about how I looked. Especially today. When my husband, Tom, told me about the corporate party, I was scared I wouldn't have anything nice to wear. The last time we were at the ball was before we got married. And that is 4 years ago. My old...