Cuckold Milf Stories

11,976 results
Orientation
Length
Source
Infinite Scroll

A Black Man in a World of Young White Couples Ch. 05

by husband101 on Sep 19, 2017
Interracial Love

A Note to Readers: This story deals with fetishes and taboo subjects including cuckolding, interracial sex, and incest. It is fiction, of course. If you find these subjects to be personally offensive then don't read this story. Tyler sat up in bed next to his wife, unable to get back to sleep in the early dawn. Beside him, Monica lay sleeping naked on...

The Start Of Me A True Cuckold

by milfwife on Sep 19, 2017
Loving Wives

It all started about a year ago when one night I brought up the idea of sharing her with another man. It was the beginning of me becoming a cuckold. I had mild fantasies of being one in the past, but as time went on my feelings for it only grew stronger. The thought of being another man's cuck, while he fucked my wife senseless in front of me and ordered me...

A Fantasy Quickly Becomes a Reality

by Firsttimer0324 on Dec 24, 2019
Loving Wives

Since the kids went to college and left the house, Kate will occasionally meet me in the city for a drink and dinner on a random weekday. I mentioned to her that I had a late dinner meeting on Thursday night, so I suggested that she should come in for a drink with me before my dinner. We decided to meet at the Lacy Hotel Bar, which we have gone a few times...

Babysitter Cupcake: MILF Cuckqueaned

by silkstockingslover on Feb 26, 2019
Fetish

Summary: College girl seduces wife and then fucks husband. Note 1: I have been asked by a number of people for a couple of years to write a cuckquean story (which made me look up what cuckquean means). I had begun attempts on one a couple of times over the past couple of years, but I set them aside when the plots didn't work. Then after a few more requests...

He Got His Wish

by BE1953 on Mar 20, 2018
Interracial Love

Mike & Joanna had been married for 30 years and Joanna started to worry about their sex life. In the beginning it was great and frequent, but then it had deteriorated into something far less. She knew it was mostly her fault as it seemed her sex drive had waned. Over the last couple of years, she began to enjoy sex a lot more and Mike seemed to be very happ...

A Chance for a Change Ch. 08

by DandJ69 on May 7, 2019
Fetish

I finished work early the following day as I had arranged to meet Kim for coffee that afternoon. The sun was shining so I sat outside and waited for my best friend to arrive. The smile on Kim's face as I watched her walk up the street was a picture. I was a bit nervous meeting her after the events of the previous weekend, but she immediately put me at ease....

My Daughter made me Cuckold Him Ch. 01

by Imstillfun on Sep 25, 2017
Loving Wives

Author's note: This is a cuckold story. It was written to titillate those who like cuckold stories. If you don't like cuckold stories, and it seems many of you don't, you don't have to read it. I myself find lots of stories I don't think are sexy. As soon as I realize I'm not interested I stop reading and move on. Now, if you like cuckold stories, and wa...

Denise Shows Off At the Gas Station

by Tcs1956 on Sep 19, 2017
Exhibitionist & Voyeur

I was Denise's husband at the time of this incident. Cuckold husband if truth be told. After she got to work that day, I got this email from her... By the way, Denise was 44yrs old, 5'1", with beautiful blonde hair and the most gorgeous electric sky blue CFM eyes you have ever seen. She was a little thick with an absolutely perfect MILF / Cougar look to her...

Topped from the Bottom

by cutebabysadie on Sep 14, 2017
Loving Wives

I have always been a stud. It was nothing new to me, it was just who I was. I remember, when I was little I ran the playground. In middle school, I was the only one dating a girl in High School. And in High School, I dated the prom queen and was a star in 3 different sports. I got a full ride to college and beat out a senior college quarterback to become the...

Rondi's Seduction

by Cyndi44 on Mar 7, 2018
Erotic Couplings

The tall good looking young man confidently approached the 30-ish woman seated at the bar. Wearing a stylish one piece swimsuit and cover up, she had caught his eye when she came into the hotel bar some 30 minutes ago. Though she was conservatively dressed for a resort like Cancun Mexico, her beauty still radiated. She kept checking her watch and glancing at...