Size Bet Stories

142,710 results
Orientation
Length
Source
Infinite Scroll

I Need to Lose More Bets

by tsipper on Sep 13, 2017
Transsexuals & Crossdressers

Be careful to not let your mouth overload what your ass can't back up. That's basically how it happened when I smarted off to my wife that I could get the laundry done and kitchen cleaned before she returned home on Sunday. "Oh yeah? Care to make a wager?" Amanda said. "OK. Watcha got," I said with the confidence of there's no way I would lose. She thoug...

Run In With Mom

by lengthylarry on Sep 12, 2017
Mature

Let me give you a little background: I'm a junior at a major state university. In high school, I ran cross-country. I still love to run. Since I've been running six days a week for the last 7 years I've developed a pretty decent body. I don't have huge muscles, but I'm somewhat well defined and I'm pretty thin. I'm about 6'1" and weight about 185. I met my...

Role Reversal

by Losthead on Sep 16, 2017
Interracial Love

I sat on the porch with Leroy, watching him try to hit the dog with the watermelon seeds he was spitting. The guy is so much fun! He managed to get Rufus right between the eyes. He turned to me and grinned. "I would have hit that damn dog if that little bastard hadn't gotten in the way," he chuckled. "Can't you get the kids to play in the street or somethin...

Henry Humps Around

by MeetTheHumpers on Sep 12, 2017
Humor & Satire

The Boy With The Whopper Wee Wee, Henry Humper stars in: "Henry Humps Around" A brand new short story by Victor C. Nathan * Eighteen-year-old Henry Humper unfastened his Levi's jeans and dropped them to the floor, kicking them free of his legs with a smile as they sailed across the room and landed in a heap. He glowed with pride at the stiffness that mad...

I Lost a Bet

by sarahsmith1989 on Sep 14, 2017
Erotic Couplings

It was the kind of warm August night where you don't even want to move. My friend and I were just lying on the couches in my living room playing a baseball video game. We had just started a new game and it was still scoreless. My phone buzzed soon after we began play so I paused the game to fish it out of my pocket. It was rather late and I was wondering wh...

Obsession of the Mind Ch. 02

by k4d0h1 on Sep 13, 2017
Fetish

(Please read chapter one first. This story starts off slow but it will blossom to a total delight for SPH and cuckold fans.) Continued from Dr. Saza's office... "Can't you prescribe me something that will make it bigger?" I asked. "Well you can take those pills they advertise on TV, but I'm skeptical that they will give you any noticeable results," she r...

Dear Santa

by dirtyjoe69 on Sep 16, 2017
Letters & Transcripts

Dear Santa Do you remember the days of writing letters to Santa a kid? I thought I might write one to the jolly old elf from an adult's point of view. Dear Santa I know you get letters from kids all the time so I thought I would write you with the list of things I would like to see under my tree for my wife and I. Living way up north trying to keep all th...

Addicted Ch. 01

by Giggaboo on Sep 17, 2017
Loving Wives

Several years ago, I was working as a nurse in a St Louis hospital. 16 years of walking the floors created a recurring pain in my knees. Instead of going to a doctor, I started stealing pain pills and charging them to patients. After many months, I got caught. The hospital reported me to the board of nursing and at the hearing it was decided that I would be...

Cuckold & Netorare Shorts

by grimbous on May 17, 2019
Cheating Spouses

Hello Readers, What follows will be random Cuckold related short stories, set ups, or scenes. I get a lot of cuck related story ideas that I need an outlet for. This is simply a place for me to collect some of the ideas I get from time to time to see how they go over and gauge what is popular and what isn't. Don't expect lengthy or overly involved tales. Do...

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Her New Purchase

by Jenny_C on Sep 12, 2017
Exhibitionist & Voyeur

I notice something familiar about you as soon as I enter the room. I notice it from the top of the stairs, just after Mistress Larissa opens the heavy oak door and leads me inside. I see it even before you have a chance to see me for yourself. Unlike the four men shackled beside you, I sense something different about you, something special. I can't put my fi...