Lost Bet Stories

182,389 results
Orientation
Length
Source
Infinite Scroll

Someone’s Ending Up Naked

by falconz499 on Aug 26, 2020
Exhibitionist & Voyeur

Ever been to a party where someone got naked lapped in beer pong? Ever made a bet that ended with a person wearing less clothes than they started with? Ever played a game where someone suggested turning it into the strip version of said game? Follow along as one of our characters finds either themselves or someone else around them naked. (Edit: if there are...

Open in Reader

The Bet Ch. 01 - A Football Game

by Thors_Fist on Jun 19, 2019
Loving Wives

This story is based upon a photo series, "The Bet", by Italian photographer, Andrea James Bramley, who recently signed up on Literotica under user name BramleyAppleTheForbiddenFruit. I write this with the permission of both he and the model featured in "The Bet", and with his collaboration. He especially helps with some of the Italian phrasing, which I don't...

Dana's Lust

by DagdaIV on Sep 14, 2017
Erotic Couplings

Dana was never a girl to be tied down, not as long as I knew her. We first met in this little back room at our school, where a couple kids went to play poker every day. It was always the same crowd: Leonard, whose general habits annoyed everyone as much as his name. Picked his nose, snorted awkwardly mid-conversation, smelled a bit like molding peppers, just...

Shy Wife Ch. 06

by daydreaming101 on Sep 19, 2017
Loving Wives

Shy Wife Ch. 6: Deal Me In -- Part II I was shocked. My formerly shy wife was about to bet her naked body in a game of cards and either win Russ as her prize or join the winnings of another player. The surprise showed in my face and my dick again began to rise inside my shorts. Chris set down the tray and re-joined our circle, taking up her original posit...

A Really Stupid Bet

by staciliv on Sep 13, 2017
Mature

"This is a really good bet," I thought to myself. Over and over and over, I kept repeating to myself, "This is a really good bet. This is a really good bet. This is..." Of course I was trying to convince myself I hadn't made a serious mistake in judgment. Here I was sitting next to a man I barely knew, dressed like a slut -- or more correctly, barely dresse...

The Enchanted Pumpkin Patch

by sack on Sep 16, 2017
Romance

"You've probably heard the Appian Hollow Pumpkin Patch is haunted". Roy Arbengast spoke earnestly to his next door neighbor, Betty Stone. "W-why?" Betty was intensely superstitious and could feel her heart pounding like a jackhammer in her chest. "We-l-l-" Roy had a distinct drawl. "Sometimes people go there and...." He paused tellingly. "They never come b...

First Time Tied

by storm_usmc on Sep 12, 2017
BDSM

This is a story about a coworker of mine and her first experience with bondage. To begin with I'm a Marine stationed at Camp Pendleton. I'm 28 years old with brown hair, I stand 5'11" 190 pounds and am muscular. I've been told by women that I'm really good looking and am even more attractive due to the confidence I exhibit. I had just come back from my secon...

Prices and Risks

by Jappio on Jul 30, 2019
Exhibitionist & Voyeur

Prices and Risks Part 1 By Jappio Patrons sat in chairs and stools lining the bar and tables. Drinks and food were served to many there, but none had been to the most popular table for some time. Merriment and banter had first been exchanged, but started to turn to discourse over time. A sharp dagger cut into the table, wedged in the wooden boards, a met...

Stupid History Bet Pt. 01

by DeathbyRuRu on Dec 25, 2019
Exhibitionist & Voyeur

Susan was a very attractive 23 year old woman, she had a decent set of 34C breasts and amazing 5'9" frame weighing in at 108 lbs. Her beautiful platinum blonde hair was the envy of most girls on campus and to top it all off, she was a genius. Just good at almost every subject she took on, especially Algebra. Today she was expecting a great day, because today...

Careful What You Bet On

by babydollmiranda on Sep 13, 2017
Loving Wives

Careful What You Bet On... Ashley makes bet with online rival.. After a particularly busy day at the office I settled down with my frozen supper and logged on to see what was new with my favorite chat buddies. We were all professional women from the nation's capital in Canada who loved to read erotica and then discuss it. "The description of how she felt b...