Wager Stories

2,436 results
Orientation
Length
Source
Infinite Scroll

Theater Bet

by sharedare on Sep 12, 2017
Loving Wives

For those of you who have read some of my other stories, you'll know that I am not one to back down from a wager. Hubby and I had scheduled a seven-day Mexican Riviera cruise for the Fall, and I wanted to bring my sister along too. Unfortunately my sis was still suffering the economic woes of a recent divorce, and could not afford to buy her own ticket. That...

The Widow and the Devil Ch. 01

by PhilippaMaQuente on Jan 6, 2020
Sci-Fi & Fantasy

This work is inspired by a folk song of the same name, and is going to be a series of interconnected vignettes- a fun, raunchy romp through paranormal, fantastical, mythological and fairy-tale characters old and new. I think it will ultimately be comprised of seven "novellas" that entwine the central story of a succubus innkeeper and her demonic paramour. En...

The Basketball Game

by sweetcakes on Sep 17, 2017
BDSM

My Master smiled at me as he ushered me into the room. There he had setup a large screen TV to watch the Basketball game. I had known he intended to have a few of the guys in to watch the game, I had not expected to be invited. Of course, with Master, surprises were his specialty. "Come my slave, everyone agrees you should watch the game with us." was all...

A Bet Between Friends

by Lady Jayne on Sep 19, 2017
Erotic Couplings

We've been friends for many years now. Despite being involved with other people, we flirt shamelessly with one another. There's a chemistry between us that we've never acted on and probably never will. We get together every Friday night at your place, often just the two of us, to shoot the breeze and play a game or two of pool. This particular Friday night...

Amy Is My Final Wager

by real_life_swingers78 on Sep 12, 2017
Loving Wives

Although safe sex is not mentioned in my story for creative purposes, rest assured that we always use protection. Names have been changed to protect the not so innocent. I would also like to take the time to thank those of you who have left me some very encouraging comments and helpful hints regarding previous stories. For those people who have a problem wit...

A Proposal

by janandjustin on Sep 17, 2017
Loving Wives

Chapter 4: A Proposal This is the continuation of a true story of my wife, Jan, and my relationship and how we got caught-up in a sexual role play situation. We started out with Jan playing the part of a hooker and me playing the part of a john. She was however picked up by one of the management personnel at her place of employment and this led to her becom...

Alice's Wager

by K.K. on Sep 14, 2017
Loving Wives

My wife Jen and I have been married for 5 years. Jen is a very beautiful 5 feet 8 inches tall and weighs 130 pounds. She has auburn hair and blue eyes and the greatest tits and ass I could ever ask for. My story starts 5 months ago when we moved into our new house. On moving day we met our new neighbors John and Alice. Alice is a sexy Blond and John is tall...

The Big Wager

by StudHummingBird on Sep 13, 2017
Exhibitionist & Voyeur

Our betting dated back to a management seminar the two of us attended years ago. During the seminar Karen and I were pitted against each other in several of the training exercises. The trash talk over coffee and donuts led to a wager of dinner for the winning team. We took this competition between us back to the office. I guess one of the managers picked up...

Pink Slip

by Julius700 on Sep 12, 2017
Erotic Couplings

This was it. After the promise of quick dollars had led Jonathan to leave a half-assed consulting career for a sales position at this dot-com, less than 8 months later and no sales, Jonathan was staring at the HR director handing him his COBRA form. At 6 PM, he was the last that day and the HR director looked like she was barely holding up. Fridays were supp...

Wagers

by cageytee on Sep 11, 2017
Romance

Whoever said there was no real aphrodisiac has never felt power like this, Anne thought to herself as she lay back on the sofa, her skirt pulled up around her waist, her body naked from the waist down and her husband of 28 years on his knees, his head buried between her open legs, his tongue lapping at her pussy and her clit. She had already achieved one org...