Lost Bet Girlfriend Stories

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Poker with Neighbors

by Shadow_chaser on Sep 13, 2017
BDSM

My girlfriend and I are playing poker with the neighbors. We have been playing poker with them for over a month now, 3-4 nights a week at least. We lose most of them time and we gamble real money. We are in the whole a few thousand dollars by now. Instead of gambling with money now, we decide to change it to strip poker. We are hooked on the game, but we re...

Cheaters Always Prosper

by The_shadow_rising on Dec 16, 2019
Erotic Couplings

(SU Rules! No. 23) ***** The soft breeze of the late afternoon gently wafted through the open window causing a deliciously soft coolness to stir through the large kitchen-slash-dining area of Nathan Reid's house. The stirring was more than welcome given the heat outside made the house feel more than warm but it was still not enough to stop Jennifer Carne...

Betting The Girlfriend

by Confi on Sep 25, 2017
Erotic Couplings

After reading and rereading (and rereading still) some of the 'adventures' told by Shadow_Rising, I thought I'd pay homage. Hopefully mine are half as good as his. The story does contain cheating, so if that's not your cup of tea, I suggest you divert stories! ------------------------------ The harsh cold of a miserable winter's night set a perfected cozy...

Roomate's Girlfriend

by bronston22 on Sep 3, 2017
Erotic Couplings

This is a true story although I have changed the names to protect the guilty. I am not proud of cheating with the girlfriend of a brother in arms but in the end, no harm was done. * I served as a Lieutenant in the Army in the late 1980s and early 1990s as an infantry officer at Fort Bragg. I lived with a fellow officer and friend in a two story apartment o...

Bill's Slutty Girlfriend

by hottie morgan on May 6, 2011
Romance

Bill watched Morgan pack her things. "I can't believe I lost that bet," she shook her head. He watched his gorgeous girlfriend prepare for the weekend away. It was all part of the bet. They bet on who could go the longest without sex, not even masturbation. Morgan had made the bet as a joke. If Bill won, she would do whatever he wanted for a whole...

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Table Stakes

by seasparks on Sep 13, 2017
Non-Erotic

I was tired, bored, and thirsty when I saw the neon sign of the roadhouse up ahead. I pulled my truck into the parking lot and went in. I had been driving for 12 hours straight, and it felt really good to be able to stretch my legs. It took a few moments for my eyes to adjust to the low light in there. As I stepped to the side out of the way of the door and...

The Bet

by nvrbored on Oct 30, 2018
First Time

"How about that guy?" My girlfriend was pointing at a guy walking up to the door of the rest area. I'd lost a bet, and she takes paying off bets very seriously. I'd bet her that she couldn't get me off by giving me a blowjob in less than 10 minutes. I was so sure I'd win. See...she'd given me lots of blowjobs. And don't get me wrong, they all felt great! Bu...

Betting on Darts

by BlackManWins on Jan 14, 2019
Interracial Love

My name is Zack, and this is a true story about how I lost my ex-girlfriend to my ex-best friend. It all started when I got in a bar room conversation with my, at the time best friend, James. James was a tall athletic black guy, I roomed with in college. He's a big talker about his exploits with women, especially white women. He claimed they were all hot for...

The Oddest Couple Ep. 01

by charmingcharles2896 on Oct 30, 2018
Erotic Couplings

AUTHORS NOTE 1: HELLO EVERYBODY I'M BACK! I'M REALLY HAPPY WITH HOW THIS STORY TUNED OUT, NOT ONLY AM I TAKING ON A NEW GENRE WITH THIS ONE, I'M TAKING ON NEW SUBJECT MATTER TOO. I'D APPRICIATE YOUR FEEDBACK, PLEASE RATE AND REVIEW I ALWAYS APPRIECIATE YOUR FEEDBACK EVEN IF IT IS NEGATIVE. AUTHORS NOTE 2: WARNING, IF YOU'RE NOT INTO THE WHOLE FUTANARI THING...

An Untypcial Thursday Night

by dirkdiggler2008 on Sep 17, 2017
Loving Wives

It was a typical Thursday night, poker night with the guys. We were all still in college, and tried to get together every Thursday to play no limit hold'em. We all lived together, four of us in all, so it was pretty easy to schedule. This time my girlfriend, Megan, was up, she had come up from her college since it was a long weekend due to a holiday. We ha...