Lost Bet Cuckold Stories

185,194 results
Orientation
Length
Source
Infinite Scroll

A Desire Finally Achieved Ch. 04

by sunshine5930 on Sep 13, 2017
Interracial Love

Wednesday - February 15, 2006 Authors note: The root of this story is in Chapter 01 - Blondes in pursuit of black guys. This is the fourth day of a fourteen-day vacation that began with the hope of turning a ten-year fantasy into reality. It is no longer a fantasy. It is taking place on the island of Jamaica. What else do the stars have for me the remaining...

My New Place Ch. 02

by p_c352006 on Sep 13, 2017
Exhibitionist & Voyeur

After the night of teasing my neighbors' 18 year old son by pleasuring myself in front of the window I decided it felt too good to not do it again. It ended up almost becoming a regular practice for me to put on something sexy and sit down in the chair in my spare room and pleasure myself. I never actually saw my neighbors' son looking through the window, bu...

Behind the Masks Ch. 04

by huelust on Sep 25, 2017
Interracial Love

He couldn't believe it when he finally saw her again. Jenny Fortnight was Luc's current flavor of the month. She was wild in bed, and she had an extremely hot body from hours of ballet dancing. Jenny, like many girls at Hill, had no real intention of flying off to New York and living as starving artists until they got their big break. Hill University was a...

Ayasha's Beast

by missanastasia on Sep 12, 2017
NonHuman

All relationships through the duration of this story are over 18. any similarities are not on purpose. all characters belong to me and no one else. * The fragrance assaulted my sense of smell as I entered the meadow, a smile filtered across my face. The valley from afar could be mistaken as snow but once neared the small delicate flowers could be distingu...

Your Sex or Mine?

by roygbef on May 2, 2018
Erotic Couplings

She was sitting across from me at Pizzeria Pinocchio in the Hague, the Netherlands. Boyish, short dark hair, t-shirt, small breasts. I was trying to impress her, and wondering how I was doing. I offered her a bite of my pizza, which she took. Then she offered me a bite of hers. All I really wanted was to get her into bed with me. -Hey, Roy, she said, relax,...

Stacy's Mom

by TheNextGamer on Aug 14, 2018
MILF

It all started during your middle school years. You were a young little twerp who was forced to go on your sister's friend's birthday party. It was because of your sister trying to insist mom and dad to let her go that you had to be stuck in this stranger's house. Your parents couldn't trust her to go alone, so they had to come along with her. They couldn't...

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Mao Meiliang meets Andrew Jackson Ch. 01

by AndrewStories on Jan 1, 2019
Interracial Love

Synopsis: Naive young Chinese woman gets tricked, seduced and corrupted on business trip to seedy Bangkok by tall American hotel owner. This story is based on actual real world events. Please please write something to me either here as a comment or through my profile. Every little word from someone reading my stories is wonderful. Thanks to user OrcDominio...

Masturbate Fantasy #129

by writedoctor on Sep 14, 2017
Toys & Masturbation

Journal entry March 30th. Tuesday evening. Nearing the end of another five day/night stretch on the road and can't wait to get back home! The things I do for money. Ha ha. No complaints really. Staying at one of those inexpensive but fairly comfortable express inn types off the interstate. Long call with wifey. Think she's glad to have some alone time. Unde...

A Generous Older Woman

by BrooklynObserver on Sep 11, 2017
Mature

Blessed are those warm, friendly older women who generously use their bodies to comfort young men. Who have outgrown modesty and bashfulness and use their ample endowments for the betterment of young manhood. Selfless, they are. B fell under the graces of such a woman once. She helped him through a hard time, her gentle hands holding him, her billowing warm...

Our Company's Employee Party

by RedBrenda on Sep 1, 2017
Group Sex

It came in our company's email: "Employees annual party this Friday afternoon. Come and have fun!" I had some plans for Friday night, but what a hell, it's a party and there were some guys who I wanted get closer to and that would be a nice chance to get to know them. Two of them were very aware that I never wear any underwear, gave me a few hints about it...