Bad Bet Stories

179,314 results
Orientation
Length
Source
Infinite Scroll

Super Blow Bet

by Annebelle on Sep 1, 2017
Humor & Satire

My college roommate, Mary, and I boarded the flight to San Diego on our way to the Super Bowl. Mary had just lost her virginity with my help. As a result of the circumstances surrounding that event we had received two free tickets to the big game. Not only that, but after our double-team on the professor, Stephen Chandler, Ph.D., who donated the tickets,...

The Suggestion

by Paradox on Aug 19, 2017
Exhibitionist & Voyeur

It was the middle of the afternoon when Val's phone rang. "Hello, this is Val. May I help you?" "I want you to do something for me." She recognized the voice immediately and her heart took a little jump. She knew whatever he had in mind would be naughty, risky, and very exciting. "What makes you think I would do anything at all for you," she teased? "Hmm...

Losing the Super Bowl 2015

by The_Technician on Sep 13, 2017
Exhibitionist & Voyeur

Be careful what you bet on the Super Bowl, especially if you are a couple of drinks past your limit. = = = = = = = = = = = = = = = = = = = = WARNING! All of my writing is intended for adults over the age of 18 ONLY. Stories may contain strong or even extreme sexual content. All people and events depicted are fictional and any resemblance to persons living...

Megan & Jessie #05

by Jappio on Sep 14, 2017
Exhibitionist & Voyeur

I perhaps made a mistake when I made a bet with Jessie. I might have really paid for it more than I was intending. You see, the other week, I was giving Jessie a bit of crap about a test we had to take. She was insisting she could score better than me. Now I know I really like everything about Jessie, and would never say something bad about her. Yet I know...

My Vegas Trip Ch. 1

by iceman919 on Sep 12, 2017
Loving Wives

It all started four days before we were supposed to go to Vegas for our annual trip. Every year my wife, her mother and father, and my self would go to Vegas for a week long vacation. But on this trip my father in law could not make it because of some last minute business. So after some convincing from my wife her mother agreed to go with us anyways to keep...

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...

Football Bet FTW!

by Tx Tall Tales on Sep 14, 2017
Erotic Couplings

------------- A costume reveals a whole new woman. And leads to a risky bet. This story is an entry in the 2010 Literotica Halloween contest. ------------- Being a Washington Redskins fan in Dallas is not the easiest thing. And when you find a kindred soul, you're quick to strike up a conversation, finding out where they're originally from, how long they...

Wife Wins Bet & Pays Off

by subFLmale on Sep 13, 2017
Loving Wives

My husband has been writing many erotic stories and is still working on several others. I thought I would take my turn and see if anyone out there enjoyed my work. This story is a work of partly fantasy and partly true life situations that I have found myself involved in. Hope you enjoy. Your comments are welcomed. My husband had kept in contact with severa...

The Bet

by aka_ireland on Sep 15, 2017
BDSM

"You're on," Deborah said. "Unfortunately we won't be able to watch it live," Chris responded, "So I'll Tivo it. We'll just avoid any news on the way home." Chris and Deb had a reoccurring bet since they started dating. Chris was from Washington D.C. and a Redskins fan while Deb grew up in New York, and rooted for the Giants. "I told Patty that it woul...

Need To Be Bad 11

by need_to_be_bad on Sep 17, 2017
Exhibitionist & Voyeur

need to be bad adventure - 11 My adventures in being bad began slow with my sharing some of the exciting things that a past boyfriend made me do. After that relationship ended I was left with a hunger for being bad. My adventures resumed at Literotica with my taking the risk of posting a thread entitled “A Strange Request” in April 2004 in the Literotica...