Losing Bet Stories

101,365 results
Orientation
Length
Source
Infinite Scroll

Power Switch

by VictorCreed24 on Sep 14, 2017
BDSM

Being in control of one's own orgasm is something that people tend to take for granted. Sure, you can't literally cum any time you want, but it is close enough – all you really need is a little time alone and bam; gratification, bliss, and a slightly fuzzy feeling. As a man, I've certainly taken advantage of that and personally, I kinda had to. My libido has...

Ann's Revenge Ch. 01

by sleepless 3 on Sep 14, 2017
Fetish

As Ann was being told by the female private eye that her husband was prone to sleeping with prostitutes when travelling, she was not entirely surprised but wanted to deny it within her. However, as the pictures showed him having full on sex with three other women (one of them the private eye before her) she became angrier and angrier. Thanking the woman for...

The Bartender Ch. 04

by BothWorld on Sep 14, 2017
Transsexuals & Crossdressers

Giving into my issues... I was pretty rested by the time I arrived in Chicago. I got off the bus and headed for a taxi. I could afford one now thanks to farm boy. I got in the cab and we headed to the south side. Benny wouldn't be looking for me there. That's where I would find a game. I just needed to make one stop first. I needed to buy some male clothes....

Victoria Returns Ch. 04

by LaceAndHumiliation on Dec 16, 2019
BDSM

{Victoria Returns Ch.04. I'm Victoria, this story starts early in the morning after the night I cuffed myself in the fraternity closet. The pledge that I took the place of, Jasmine, ended up making sure that I got exactly what I'd deserved. She also ended up getting fucked for the first time by Cam, my co-conspirator and fuck buddy.} I dreamed I was floatin...

Alyson Gets Used

by Writer6324 on May 11, 2020
Interracial Love

Harry, my husband, and I were at the local watering hole. It was a Saturday night and a group of black guys had dropped in that were not locals. They had gotten louder and more rowdy as the evening wore on and, of course, Harry had had more than a few and he had begun grumbling about their behavior. Finally, things began to go south as my husband shouted a...

Angel Wrestling League Ch. 04

by Stipend on Oct 6, 2020
BDSM

Hey guys, sorry for the delay in chapters. I've known since I started this venture how I wanted the story to play out exactly. The timetable is to have all 20+ chapters done by the end of the year, but that may be a little ambitious. I appreciate all the support, though, and if you have any questions about anything feel free to ask them in the comments below...

Foot Loving Teacher

by Brittni4u on Sep 25, 2017
Fetish

I'm just a young average California girl who loves sex just like most girls, but when it came to fetishes, I never knew what they even were until a few years ago. Of course, I have things that get me hot and over the years, my boyfriends have loved doing them with me. Sex for me started in high school with my boyfriends when I found the time after cheerleadi...

First Time in a Steam Shower

by thekestrelkid on Jul 18, 2018
Anal

[Note: Based on some actual events. Careful with NSA sex, reality is different than fantasy.] *** I just started getting back to the gym, working out again after a knee injury from running. As a runner, I just hit the gym for some light weights and cardio and was surprised at how many of the guys there were really into working out to become pumped up, pec'...

A Secret Blowjob

by Cybotic on Jul 9, 2018
Group Sex

Killian was early to work, as usual. And she was smiling, as usual. But today, she was smiling at me. I'm not saying she was normally unfriendly. She smiled often. But when a girl who looks like Killian McFee comes in, and gives you a big grin, you know something's up. Five foot three, with a pale face and shock of flaming red hair, she looked like a bur...

Pokemon - A Jewel of Journeys Ch. 01

by bluro on Jan 15, 2018
Celebrities & Fan Fiction

Disclaimer: I don't own Pokemon. I don't own any of the Pokemon used in this story. I request all future fan-game makers to please ask me for permission before using any of the new attacks that I might have created. Will give due credits at the end of each chapter to the artists of the Fakemon that I might use here. I think it's allowed, because I'm not mak...