Wager Stories

2,436 results
Orientation
Length
Source
Infinite Scroll

Jared's Awakening Ch. 03

by demaizefield on Aug 31, 2017
Erotic Couplings

Jared's mind was filled with all sorts of conflicting emotions as he made his way back to his room. He and Jill had never interacted with each other in that way before. In fact, he never even looked at Jill like she was a young lady that was as curious as he was. To him, Jill had always been... one of the guys, so to speak. She was his best friend and his co...

Never Say No Ch. 02

by erossmantic on Sep 13, 2017
Loving Wives

Prologue Tony and Stephanie's heads spun. No one had seen it coming. It had only been a week since they made their pledge to "never say no" to any sexual desire the other had, and three days since Stephanie's 'girl party' had put the commitment to a real test. For the last three days, they couldn't help but blush and giggle whenever they looked at each othe...

Of Scavengers and Smugglers Ch. 02

by auguy86 on Sep 16, 2017
Celebrities & Fan Fiction

Rey awoke first the next morning, still snuggled in Jakson's arms. As she began to regain consciousness, a huge grin spread across her face as she began to remember the events of last night. This man, one of the only truly kind souls she had ever met in her life, had deflowered her in the most wonderful way imaginable. She had been nervous as hell the whole...

The Bet Ch. 02

by Thors_Fist on Jul 9, 2019
Illustrated

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'...

The Wager

by HGriffin on Sep 12, 2017
Loving Wives

I must admit from the beginning that alcohol fuels most of the dumb ideas I get involved in. Why, after a few drinks, do I either come up with ideas that under sober circumstances I'd never do, or if one of my equally inebriated buddies comes up with a harebrained scheme would I ever go along with? Like most men, after a few beers, placing a bet on the outc...

A New Life Ch. 03

by BlackWidow1930 on Sep 14, 2017
Erotic Couplings

I enjoyed the peace and quiet of a solitary Saturday, alone with my thoughts. Did I feel guilty about my sessions with Howard? Not really, I was craving attention and affection. My suppressed sexual desires had been released and satisfied for now at least. Was it wrong to have a relationship with someone I now knew to be only twenty? Not as long as no-one el...

How I Became a Cuckold Ch. 02

by weaponx on Sep 16, 2017
Loving Wives

For part two of my retelling, we find myself, my wife, and her ex-boyfriend from 10 years ago in a hotel room. Beth had brought me there thinking that I wanted to watch her have sex with another man. She had called an ex-boyfriend from years back to help her out. Things didn't go exactly as planned and that is where we find ourselves now... "Well funny you...

The Tree

by sharedare on Sep 12, 2017
Loving Wives

It had been almost three months since losing that bet with my hubby. We had been in a pub watching a baseball game with a bunch of friends (I can’t even remember who was playing) when I let the beer-bravery get the best of me. My wager was for a five-day cruise to Mexico, while hubby simply wagered an unstated sexual fantasy of his choosing. I figured it was...

Tak'Lon's Wager Ch. 01d

by PaladinInBlack on Sep 16, 2017
Sci-Fi & Fantasy

Note: "My Erotic Fiction", that is, it belongs to me and cannot be reposted without my permission, that it may be illegal or immoral for some people to read, and it is not based on reality as we know it, for example, high school students here are 18 or older.. Feedback and other contact may be made through the link below. * * * Tak'Lon's Wager PART FOUR...

Pleasure Island

by MarshAlien on Sep 1, 2017
Humor & Satire

This is a sort of literary experiment. All I ask is that you keep an open mind. It's fairly short, so you don't have to keep it open for that long. "Aye," said he, "she was a snapping piece. The wife of the late guv'nor, it turned out. A high-bred woman." "High-bred?" said I. I poured him another tot of rum from the bottle. "And you the captain of a pirate...