Lost Bet Anal Stories

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A Lost Bet and an Anal Adventure Ch. 01

by tighttushy on Mar 9, 2020
Anal

This is from my graduation days. When I was in the third year, all of newly turned 20, the class stud, an incorrigible fellow named Bobby who would miss classes yet score more than me, had placed a bet with me that I wouldn't be able to score more than him in the mid-terms. The terms were simple, whoever lost would have to do exactly what the winner said. I...

A Lost Bet and an Anal Adventure Ch. 02

by tighttushy on Mar 18, 2020
Anal

"You are beautifully built. I wish I could have done more that beautiful body of yours." "Too bad, that's all you get," I said as I giggled and walked away from him. I left the college immediately after that. I was in no mood to walk about the campus wearing just the long coat. Underneath I knew I was naked and was feeling a bit dizzy with what had happene...

Madison's Lost Bet

by ErosApostasia on Jan 31, 2026
BDSM

Madison's Lost Bet Chapter 1 Synopsis Madison loses a bet to her rival from the office...and gets a chance to turn the tables. Chapter 1: Introduction The office is quiet after hours, fluorescent lights humming softly above the rows of cubicles. Most of the team has cleared out, but Madison's heels click rhythmically a......

Lost Bet

by Kinxx on Sep 13, 2017
Anal

It was almost a Saturday afternoon ritual - Jim, one of my friends from work would come over and we'd watch the football game (or hockey if it was winter), drink some beer (ok, a lot of beer) and enjoy ourselves. Usually our wives would get together and either go shopping, out to a movie or basically be anywhere but there with us. It usually worked out ok...

Lost Bet on Vacation

by softly_spoken on May 1, 2018
Group Sex

This is my first submission. I welcome feedback. I hope you enjoy! ***** I had first gotten together with Rachel 10 years ago in college. I was a Biology nerd, fit from running cross country in high school. Rachel was a sci-fi geek with a bubbly personality, but somewhat conservative in dress. Rachel revealed that she had not enjoyed the attention her 32 D...

Lost Bet on Vacation Ch. 02

by softly_spoken on Mar 16, 2020
Group Sex

This is the second part of the Adventures of Michael and Rachel. I appreciate the feedback and support for the first story part. Special thanks to Volunteer Editor - Octofly! Next Morning I woke up the next morning, feeling pleasantly sore from the previous night. I turned over, moved an arm around Rachel, smiling at her a bit as she woke up. At first, sh...

Lori's Lost Bet

by Abeja on Sep 11, 2017
Anal

At the stable where I keep my horse there is a small upstairs area with a lounge. One night while I was at the stable alone, Lori and her boyfriend show up. Lori is very dedicated to her horse and wanted to check up on her. Not wanting to interfere, I quietly sneaked up to the upstairs lounge to wait for them to leave. I know Lori well enough to say hello, b...

RWBY unfortunate events

by akikuka on Aug 25, 2019
Fan Fiction

RWBY unfortunate events The humiliating tales of the huntresses Synopsis Come and write events that would leave the girls in red and mortified. Put them in a situation where not only their clothes will be compromised but also their dignity, let see how they can handle other events that either put them in unfortunate po......

Bet Your Bottom

by RejectReality on Sep 12, 2017
Anal

"I can't believe you're making me do this," Natalie said as she stood on the hotel balcony at three a.m. with the wind blowing through her strawberry-blonde hair. Her eyes scanned the parking lot, and though she didn't see any signs of life, someone down in the darkness would be a lot harder to see than she would be on the balcony — dimly lit as it was...

The Bet

by passde on Sep 13, 2017
Erotic Couplings

Disclaimer: The characters are totally fictional and have to resemblance to anyone living or dead. I do not endorse to violence in any form. This story is purely meant for reading pleasure. I hope you enjoy reading it as much as I enjoyed writing it. * Anyone who visits Mumbai (Bombay) in June / July will think twice before coming again. The heat and humi...