Size Bet Stories

142,710 results
Orientation
Length
Source
Infinite Scroll

A Bet's A Bet Ch. 01

by Naked1 on Sep 26, 2017
Exhibitionist & Voyeur

The old saying that you should never bet on anything less than a sure thing is an old saying for a reason. At least that's what Jamie thought as she eyed the small, thin, gold chain dangling from her fingers in the light. He couldn't be serious. Two months earlier, Tom and Jamie had made a wager; they'd bet on the outcome of a stupid baseball game. Truthf...

Offspring Ch. 020

by Talemaster on Sep 13, 2017
Sci-Fi & Fantasy

I went back to my hotel to get changed. As I walked by reception I saw Feng talking to the girl behind the counter. He gave her a card, which she swiped into a computer and handed him the card and a key. The sly bastard was taking lessons. He went in the direction of the humproom without turning around. He hadn't seen me. Just to make sure I was right, I hu...

Nurses Night Out Ch. 02

by palles on Sep 12, 2017
Loving Wives

I finally had to have a long talk with Tim. Regardless of what this story makes me out to be, I am an honest person. I do not enjoy lying to my husband. I love him dearly and it just makes my heart ache to think about lying to him, even by not telling him something. (A long Tim e somebody told me that the difference between a “secret” and a “surprise” is tha...

Brother and Girl have Sex with Me

by grsweeter14 on Aug 18, 2017
Fetish

Just putting a note at the beginning, my brother is 22 and his girlfriend is 22! I am 18 so everyone involved in this story is 18 years old or older! ***** My brother and I loves to play sport video games and we usually bet each other on which to see who could win! It was always fun doing chores or something if you won until one day! My brother had found...

Big Mouth Strikes Again

by fantasticfic on Jul 13, 2020
Erotic Couplings

"I spoke to my sister last night. She wants us to come up to stay next week," said Cat as we lay in bed on a lazy Sunday morning. "Our parents are away." "Oh?" I said. I was aiming for studied nonchalance and I might have got away with it if Cat hadn't been stroking my dick. We both felt it twitch. "Yeah," she said with a smile. "She asked after you." "Oh...

Tale Of The Tape

by Fritz on Sep 1, 2017
Group Sex

I listened to Barb & Terry's 'Revelations' with my undivided attention, as you might guess. Hearing the details of how Terry gained her self-confidence back, by becoming more sexually aware, was exciting. However, the true surprise was discovering that my wife, Barb was living a double life, at least when it came to sex. Our sex life together blossomed after...

Fun at the Party Ch. 01

by sxy_rob on Aug 30, 2017
Erotic Couplings

I would like to take this opportunity to thank angel love for her editing skills on this story. Me and Tasha had arrived at 8:00pm and parked in the garage under the hotel. There were other people parking at the same time as us and Tasha took notice of the lovely evening gowns they all wore. As they got into the cramped elevator, it struck Tasha as funny th...

Ella Cucks Her Patient Ch. 06

by CuckFantasy69 on Mar 3, 2020
Exhibitionist & Voyeur

Continuation of chapter 5. "I didn't expect you to want me to chase you." I said startled trough the phone. "Haha, you really are clueless. I asked Ella before calling you, for permission." Emily said, I felt her trying to hold back her excitement. "Permission for what?" I asked realising that now Emily also will be a part of my secret. "To play with her...

What We're Worth to Her Ch. 03

by sweetsock on Aug 6, 2019
Fetish

This story contains significant elements of humiliation, body shaming, size comparison, size worship, and also slight reluctance. It is entirely fantasy, and as such, has almost nothing to do with reality or the way that most people actually think, feel, or behave. Part One Our weekend getaway began with two unpleasant surprises, the first of which was the...

Foursome To Be?

by jimstory on Sep 19, 2017
Loving Wives

I know some guys have fantasies about their wives having sex with another guy. I certainly have. Several years ago I kidded with my wife Marti about it. Promptly got shot down. Now I find myself in a position that it could actually happen. I don't know what to do. Maybe some of you reading this will take the time to contact me regarding the pros and cons of...