Blowjob Bet Stories

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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...

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...

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...

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...

Stepping Over The Line Story 02

by jmc11 on Sep 16, 2017
Loving Wives

The weekend trip to the Pachanga Casino had been planned for two weeks. We started talking about it last month after receiving the last video Chad and Jean had sent us in the mail. We had met them in Hawaii last September while on vacation. After striking up a friendship during the week, on their last night on the island we went way over the edge in the wi...

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...

I Love Dick

by sarahhh on Sep 15, 2017
Humor & Satire

"I am not a hooker!" I screamed at my roommate Julia. Julia and I had just begun our junior year of college. We had shared a dorm room since we were freshmen. Julia, a willowy black-haired beauty with incredibly long legs and small but firm breasts made rather unique by huge nipples, often slept in my bed. Or I slept in hers. Neither one of us had found a f...

Meeting Katie

by Asaccharum on Dec 10, 2018
Erotic Couplings

I sat at the bar, slowly sipping my beer. It was a cold winter night. Patrons entered with glowing red cheeks and chilled fingers. None of the people coming in thus far were the person I was here to meet though. Where are you, Jake? I thought. I pulled out my phone. A new message. Thankfully. Car problems. Rain check, next week? read the text. With the ev...

A Blowjob Contest

by Larry Taylor on Sep 15, 2017
Loving Wives

My wife Carol and I have been swingers for about five years. We were initiated by couples we met through swinger magazines and were eventually introduced to the club scene. We now belong to a popular swinger club where we attend parties a couple of times a month. The club's owners frequently arrange special events to boost attendance. For example, the club n...