Girlfriend Bet Stories

104,405 results
Orientation
Length
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Infinite Scroll

How To Win Playing Blackjack

by BOSTONFICTIONWRITER on Sep 11, 2017
How To

Are you feeling lucky? Are you hoping to win big at the casino? Well, of course, if you are naturally lucky, then there is no need to even read this story. If I had your luck, I'd run to the nearest casino and sit at a Blackjack table and say the magic words. "Hit me." Now, if you are like the rest of us and lose money when gambling, then this story is for...

Oak Street Summer

by hotpup on Aug 19, 2017
Exhibitionist & Voyeur

Note: This is the second in a series of stories that take place on Oak Street. To enjoy this episode it is in no way necessary to read the first installment "Oak Street Secrets" in the incest section as this story is almost entirely independent of that one. But, my hope is that by the end of the series we will all get to know the neighbors very well before t...

Stephanie and the Poker Game

by floridaguy2001 on Sep 19, 2017
Loving Wives

Stephanie, my girlfriend has heard for a while now about my buddies and the poker games I hold, she has always wanted to meet them and I told her the next game she was invited but she had to behave because Stephanie has quite a wild streak, she told me she would and sounded almost giddy looking forward to the game. I told her okay baby we will have the game...

X-Change: Jamie's Story, Day 01

by XChangeStories on Sep 13, 2017
Fetish

This is the first erotic story I've ever written and it was all done in one sitting. It's something I put down the night the idea came to me and I found it incredibly erotic to write, so I hope you find it the same to read. For those of you who don't know, X-Change is a fictional pill which transforms the user's body and biological sex for a set duration of...

Busted, But Still A Head

by brewdude2003 on Sep 16, 2017
Erotic Couplings

King, Jack. Dealer has a six showing. Gravy. I'm back in the game. I sweep my hand over my cards. The dealer flips her hole card, and there lies a queen. She has to hit, and she's going to bust. Money in the bank. Dealer takes her hit and pulls a five. "Twenty-one" the dealer announces, as if to rub salt into the wound. I was totally cleaned out, but felt d...

Wish Upon a Song Ch. 00

by LootGamingNick on Sep 15, 2017
Sci-Fi & Fantasy

Prologue "Get the fuck up Nick!" roared my roommate as I jump and roll out of bed from shock falling flat on my face. I look at the clock noticing that it's already 5:30 a.m. and at once jump to get up and get ready. "Warn a guy when you're gonna jump around like that!" Jason cries out slamming my door. I look down to find why he's so angry only to realize...

Just One of the Guys Ch. 05a

by CraptainPlanet on Aug 26, 2019
Exhibitionist & Voyeur

We were all tired when we got back to the house. By that I mean that Rachel, Mike and I were tired. Andrew and Kyle were buzzing with excitement. They’d only received Mike’s pictures from the swimsuit shop as far as I knew. My first thought was to insist that nothing else out of the ordinary happened, but then they saw Rachel, who was clearly still covered i...

Anna Ch. 02

by johnthepostman on Sep 11, 2017
Loving Wives

This is the second part of the story of Anna. Thanks for all those who encouraged me to keep writing. I hope people enjoy this second part and thanks for the feedback and encouragement. I do not pretend to be any sort of writer, just someone who likes this site and wants to contribute. "Hello John," said Anna. The voice stopped me in my tracks. I recogni...

Topped from the Bottom Ch. 05

by cutebabysadie on Sep 14, 2017
Fetish

Summary of previous chapters: Chapter 1: Todd, college football quarterback and alpha jock make a bet with his short nerdy vocal music roommate, Mark. The bet was that Mark could fuck Samantha, Todd's girlfriend, better than Todd. To be more specific in just 10 minutes she would be orgasming and screaming Mark's name. It ends with Todd humiliated on his kne...

The Finest Competition

by SteveRay on Sep 17, 2017
Group Sex

My Friday night out with the boys had come to basically nothing so after a couple of beers at the pub I decided to call on my girlfriend Nicky who had stayed in that night to study for some upcoming uni exams. When I arrived I was only mildly surprised to find out that the studying had been canned and she was relaxing on the couch watching a movie with one o...