Girlfriend Lost Bet Stories

201,764 results
Orientation
Length
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Infinite Scroll

The Couch

by Foleyj98 on Sep 14, 2017
Group Sex

When I met Nikki I didn't think I stood a chance. 22, honey blonde hair, gorgeous face, tight ass poured into stretch pants perched on open toed high heels. I was 3 years older and barely able to talk to her. But she liked my sense of humor and all the other dumb things I do. What I love is how uninhibited and horny she is. We can talk about anything and the...

Topped from the Bottom Ch. 02

by cutebabysadie on Sep 14, 2017
Fetish

There I was one my knees licking the nastiest, yet most delicious creampie out of my girlfriend and it wasn't even mine. My odd, skinny, nerdy, gay looking, vocal music major roommate had somehow tricked me into letting him try out my girlfriend and ended up fucking her better than I ever had. Thats right me, captain and quarterback of the football team, ult...

Always Say Yes Ch. 02

by erossmantic on Aug 31, 2017
Group Sex

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 "always say yes" 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...

Neighbourhood Terror to Sissy Pt. 08

by Fibaro on May 20, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Chapter 9 Once off the bus Mark snuck to his house as good as he could. Hiding behind bushes and hedges whenever he spotted someone. He really didn't want to run in any of his neighbours with this big pink shopping bag. It would mean nothing but trouble since he realised f...

Revelations of Amanda Ch. 03

by Alkino on Oct 5, 2020
Exhibitionist & Voyeur

After they kissed goodbye and Amanda left to see her mother, John finally had the apartment to himself for a couple of hours. He was actually looking forward to it: it had been a crazy week and a half, and he wanted to clear his head, something that had become nearly impossible with his girlfriend around. Standing by the bedroom window and looking at some ki...

Betrayed Pt. 02

by PurpleMonkeyDishwash on Sep 19, 2017
Fetish

The night he was initiated into his fraternity, Lucas shot his load deep inside his meek roommate's MILF of a mom. It was the best sex of his life. She worshiped his young body like it was it was her God and savior incarnate. The pleasure her skilled tongue and thighs brought to him that night were unlike anything the cute young college chicks had tried. Bu...

All In Pt. 01

by phoenixcinders on Mar 31, 2020
Transgender & Crossdressers

Hey all. All characters involved in sex are 18 or older. Because someone has tried to copy my work and post it online elsewhere, I must state my all my work is protected by copyright laws. That being said, I hope you enjoy. *** Sitting in business class, I somehow got lucky enough to sit next to the most gorgeous blonde ever. She's got skin that looks like...

The Florida Trip Pt. 02

by Spector_Dugan on Sep 5, 2018
Erotic Couplings

Welcome to Part TWO of The Florida Trip. This is intended as a direct sequel to my previous Trip series, The Baseball Trip. Think of this as The Baseball Trip: Season Two. You don't have to read the original story to get what's going on here, but it'll definitely help. Everyone is over the age of 18. I was back in the hot tub. Sitting in the warm, sudsy w...

The Devil Asked Me to Do It

by gldngolfer on Sep 16, 2017
Non-Erotic

Hope you all enjoy this one. I wrote it some time ago back when I had some free time. Something I have very little of now. The Devil Asked Me To Do It Family, God, Country, Corps...All men should live by a code. You just heard mine and the order I live it. Family is a gift from God so they go above ALL. Any man worth shit would lay his life and happines...

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...