Cuckold Bet Stories

70,714 results
Orientation
Length
Source
Infinite Scroll

Summer Cuckold Ch. 01

by touchedup on Sep 17, 2017
Loving Wives

I guess I have been intrigued by the idea of being a cuckold since before I was even married. I had always just compartmentalized it as a fantasy, not really even a fetish and definitely not a lifestyle. My wife and I have been together for seven years, married for five. My wife, Jessica, is five years older than me at 37 and she looks her age but looks grea...

A Day at the Races

by sirsemega on Sep 17, 2017
Loving Wives

I don't know why he convinced me to come to the racetrack with him, but I was feeling generous and decided that watching all those horse muscles and sweat could be interesting for a change. Matt and I had been together for about three months. Before him was a string of lovers that kept me amused and satisfied after my husband divorced me. I was enjoying all...

Peter Becomes A Cuckold

by Quietoldie on Sep 19, 2017
Loving Wives

The idea for this story was suggested by another Literotica member.His name is Peter.I am very grateful for his input and advice. My name is Peter. I have decided to record recent events and am hoping to persuade my wife Barbara to add one or two comments from her own point of view. Until recently we have been a fairly average, normal couple with a rather...

Chance Encounter Ch. 25

by Miguel59 on Sep 15, 2017
Fetish

Miguel threw Father's question back at him, "Why? I'm sure Jean told you her reasons." Father insisted Miguel answer the question, "I'm not asking her. I'm asking you." Miguel took in a deep breath then exhaled slowly, "Well, Father it's because of her faith. She believes conception should occur at the moment of coital orgasm. She could get pregnant from m...

Dominating Sugar Daddy

by LittleDickSissy on Jul 3, 2018
Erotic Couplings

The sissy cuckold was at the ATM withdrawing cash for his Mistress. He needed cash for her nails, her new dinner attire, and makeup. As he made his withdrawal his little dick dripped precum in his purple lace panties. He always got turned on every time his Mistress provided strict instructions to him, and of course whenever she played without him. "Now tell...

Discussion with a Wife of a Cuck Ch. 03

by wantyou on Sep 12, 2017
Loving Wives

1/25 E-mails I wrote: Hey babe! thanks for that. It's fun talking to you about all of this. You're making me hot baby. I have something to chat about with you. Alice wrote: Yes, this is lots of fun! I wrote: My lover does this when I leave. She showers and then she has her husband eat her pussy some more. I'm sure she tries or actually does hold my cum...

Life as a Bull Pt. 04

by Kalimaxos on Sep 23, 2019
Loving Wives

This story and the chapters to follow are fiction. It's a story of a man who became a bull in the cuckold scene of the early eighties in New York. This is his road to that place in his life. ------------- New York 1981 To tell you that being a male escort and a bull for wealthy cuckold couples in New York was a chore, would be a lie. Yes, it had its ups...

Angela Makes a Cuckold Husband Ch. 01

by sweetotum on Sep 19, 2017
Loving Wives

"Every woman just wants to get pounded by a big hard dick," Jack proclaimed to the guys in the locker room. "That's why every girl I meet wants to fuck when she gets alone with me," he continued smugly. "Jack, you are so full of shit," I told him. "What about a happily married woman?" "Married women are the biggest sluts of all!" he answered confidently....

How to Become a Sissy/Cuckold

by Quietoldie on Sep 14, 2017
How To

This is a How To Guide for Sissies and Cuckolds. Please do not read this guide if you have no interest in the cuckold/sissy lifestyle. Like most couples these days both partners will be doing demanding full time jobs. Traditionally husbands have done gardening, cleaning the car, putting out the trash, performing do it yourself jobs around the house, drivi...

Cruise Ship Cuckold Ch. 04

by Angelscuck on Sep 14, 2017
Novels and Novellas

Tonight was one of the three formal nights aboard ship on our fifteen day roundtrip cruise from Los Angeles to Hawaii. Angel and I were very excited as we changed into our formal attire. I was wearing a black tuxedo and bowtie. Angel looked magnificent in her royal blue evening gown cut low in front to accent her beautiful milk white breasts. It looked lik...