Girlfriend Bet Stories

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Neighbourhood Terror to Sissy Pt. 12

by Fibaro on Sep 9, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Chapter 14 On Monday morning Mark got woken up rather roughly. It was only 7:30 am, but his phone was going off loudly. Confused he picked it up to see who would call at this ungodly hour. Nerves instantly struck him when he saw his girlfriend's caller ID pop up. What ha...

Kicking the Habit

by Gaius8666 on Sep 17, 2017
BDSM

My girlfriend and I had really been arguing a lot. Every night she was always giving me a hard time about how much beer I drank, and in general, she pursued every avenue in her arsenal to make my life miserable. Finally after a few months of this nonstop nonsense, things reached a head and I told her I would give up beer when she stopped smoking, (a habit th...

Ashley's Boyfriend Makes a Bet

by Rembacher on Sep 14, 2017
Loving Wives

I was back in Niagara. I'd spent two years here attending Niagara College studying international business. It had been a few years, but I was back for the week as part of a convention for my internship employment. The internship is the key part of my Bachelor of Commerce in Honours Business Administration minoring in Modern Languages- Spanish. (Yup, that's a...

Black Guy Took My Girlfriend

by Jaytrade on Jun 12, 2019
Interracial Love

This is a story about an experience that happened with me and my girlfriend Hana. Hana was 36 years old, tall thin brunette with nice tits. We had a great sex life and she was really into me. Hana had this friend called Mel who was a bit of a surfer type girl - pretty blonde with big tits. I never quite trusted Mel and I didn't like Hana hanging out with h...

I Bet My Girlfriend

by mikeanddanielle on Sep 13, 2017
Loving Wives

It was coming up to Saturday night, which means my usual late night game of poker with a few of my mates. We did this every Saturday for as long as I can remember. It was just an excuse for us to talk woman and get drunk, sometimes even win some cash. Maybe I should tell you a little about myself and my life. I am mike 23, average build average job. What wa...

Marlyn makes a Bet

by asianudinpublic on Sep 25, 2017
Interracial Love

I hope you've enjoyed my previous posts. If you've read my previous stories, you know my girlfriend, Marlyn is a very petite Filipina girl who grew up in Maramba area of the Philippines. She is irresistible with a fantastic, slim body 5'2", fantastic buns and a beautiful face with and a HUGE smile. Marlyn and I were enjoying a nice long weekend as we had M...

Technique

by Saucyminx on Sep 1, 2017
Humor & Satire

Author's note: Warning! Danger! No actual sex in this story. It's all smoke and mirrors, but fun nonetheless. Thanks! SM I stopped to pick up a few things after work; my sweetie had lost her bet and I was feeling "experimental". Since I was now attached, I spent a lot less time at the Come Here Kitty Adult Book & Toy Shop than I did before. I was in the lub...

A Naked Weekend For Suzi

by kong0645 on Sep 14, 2017
Exhibitionist & Voyeur

It all started out as some innocent fun. My girlfriend "Susi" was feeling a little run down and unsure of herself the closer to the big forty she seemed to get. Personally, at 5'01" and 120 pounds, with blonde hair, green eyes and still perkier than average 36 c cups I thought she looked phenomenal. It didn't hurt that she took the time to work out three nig...

Alice's Awakening

by Pokerman757 on Jul 17, 2018
Loving Wives

My current wife is quiet, reserved, and unwilling to share her favours with anyone but me. Lucky me, you might think. Well, maybe... This tale is about my first wife, Alice. She was very different; horny as hell, with the best body I have ever had the privilege to share. Her breasts were large but firm, with pert nipples that stood erect when aroused (which...

Backdoor Man Ch. 12-13

by SevMax2 on Jul 14, 2020
Group Sex

Chapter 12 I awoke just a bit hungover, of course, on the hideaway bed, and I wasn't alone. It took me a moment to realize who it was next to me, and ... it was Natalie! I shook myself a bit, especially as I discovered that I was naked and my hard cock had been pressed against her butt-crack. I started to get up, a bit panicked at the realization that I mig...