Lost Bet Blowjob Stories

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Length
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Infinite Scroll

Lakeside View Pt. 02

by CaseyBea on Nov 18, 2019
Erotic Couplings

[Author's Note: All characters in this story are 18 years or older.] ***** Saturday night finally arrived, and Bob and Jill took their pontoon boat around the cove to Harry and Betty's lakefront home. The couple was on their patio, and came down to the dock to help them tie up. A small spread of cheese and crackers was set out on the patio table when t...

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...

The Bet

by KittyandBear on May 20, 2019
Transgender & Crossdressers

Chapter 1 What on earth was Charles thinking? I was only giving him some good-hearted teasing, and then he challenged me with this bet. And the result seems to be pretty obvious. No offense to Charles, but there is no way he could win. There had to be some trick, and Charles was always the clever one. And the worst part is, there is no walking back from thi...

Weekends

by ljones197 on Sep 12, 2017
Group Sex

I am an amateur photographer and 55 years old and this started about 5 years ago. A friend of mine asks if I would take some pictures of his wife so they could send them to a magazine. Contest, you know girl next door kind of stuff. I said I would be glad to do as she was 45 and still hot. Well this was before digital cameras and we had to get the film proce...

Super Blow Party

by cuck2serveU on Sep 17, 2017
BDSM

Every year we host a Super Sunday party. It gives us a reason to get together with like minded folks who are all in the cuckold lifestyle. We have a close knit group of cuckold couples in metro Detroit and each couple hosts a theme party once every couple months or so. My wife and I handle the big game. Another couple does Valentines, one does St. Paddy's da...

Aaah! I Am Nude In Public 7 & 8

by Hellen_S on Sep 26, 2017
Exhibitionist & Voyeur

Hi again! This is the continuation of the story "Aaah! I am nude in public 5 & 6". If you haven't read this one perhaps you must start from "Aaah! I am nude in public 1 & 2", then "Aaah! I am nude in public 3 & 4" and then "Aaah! I am nude in public 5 & 6"! By the way... As I already said, some things in there are based on a few experiences I had and most ar...

Charlotte Loses a Bet

by PLDDouble on Oct 6, 2020
Erotic Couplings

This follows on from the two previous stories but can be read as a separate story. As my time at North Carolina was drawing to a close, I was focusing on my exams and I had Craig as my casual sex outlet, but I was still enjoying teasing Ollie around the house. One day, we were having a conversation in our communal kitchen area. As always, Ollie tried to i...

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...

Dorm Games

by cwbyjnky08 on Sep 11, 2017
Group Sex

"Hi Kell, what's up?" asked Jane, noticing her busty blonde roommate peeking through the open door. "I just finished my Chem lab that's due on Monday and wanted to see what's up around here. You guys doin' anything interesting?" Kelli walked into the guys dorm room. All three boys took notice of the prototypical Southern California, blonde hair, blue-eyed,...

The Fourth Floor of a College Dorm

on Dec 21, 2016
Erotic Couplings

You throw on a red t-shirt and do up your jeans. You know tonight's a big night, lots of chances to make good with the ladies on the floor. You check yourself out in the mirror and figure that you're looking about as good as you're ever going to. You received the unique luxury among the people of your floor through a fluke of paperwork that never got correct...

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