Cuckold Mature Stories

35,264 results
Orientation
Length
Source
Infinite Scroll

Amy Seduces Bill

by quietlywild1 on Sep 16, 2017
Mature

It had always seemed to Bill that he could have been a poster boy for Murphy's Law where women and dating were concerned. "You're a great guy, but…" followed by any one of a litany of excuses for not getting involved, usually meant the end of any promising situation. He still carried a bit of a torch for one intensely compatible woman, with whom, ye...

Alyssa and Samantha Ch. 02

by LoveMatureWomen69 on Sep 17, 2017
Mature

It had been one week since I had returned to Samantha's house. It's not that it wasn't on my mind. I fantasized about her every night for hours as I laid in bed and pleasured my dick and my balls. I could have several orgasms at night thinking of her and I would still wake up the next morning with my balls aching for her touch. One morning I finally decided...

At a Lesbian Bar Ch. 01

by Tarbut on Sep 14, 2017
Mature

Ron, a male straight journalist, meets Leila, the chairwoman of the local Lesbian Association, in the "Clit-ivy" bar. Besides Leila sits a big-boobed friend of her, who tensely looks at Ron, who feels both aroused and uneasy at her stare. Moreover, Ron notices that whenever he changes body posture, Leila's friend follows suit – and sometimes vice versa. So...

Ashli

by size1669lover on Sep 17, 2017
Mature

I have to tell you about this crazy night that happened recently. My friend Benny and his girl Dana came from Kansas City to visit me in Dallas for a few days. On the second day here, Dana's daughter drove to Dallas from San Antonio to visit. We had plans to meet with our friend Reggie at a strip club. Ashli wasn't looking to go to a strip club with us, but...

Any Other Man

by magnifishit on Sep 17, 2017
Mature

I awoke every morning to the feel of his morning stubble rough on my cheek. "Good morning, love," he'd whisper in my ear, kissing my temple. Mornings were the best part of the day in our home. One of us would cook breakfast while the other showered, and after breakfast we would lounge on the balcony, overlooking the ocean waves crest up onto the beach, or...

Bill and Melanie

by magicguy1971 on Sep 17, 2017
Mature

I met this girl Melanie on a part-time job that we shared that involved me working as a photographer for a lot of beautiful women. It was a professional relationship with them and with being 15-20 years older than most of them, I never pursued anything more. When I had traveled up to the city to do a job that had gotten cancelled, I wound up going to visit M...

Cafe Ch. 02

by Noltje on Sep 17, 2017
Mature

Sonya dozed a little while Tony slept. She managed to extricate herself from under his arm. The time period between the morning coffee and now had passed in a blur of erotic pleasure. It was now just after midday and she regretted not having a snack when offered. She wasn't sure if the knot in her stomach was entirely due to hunger or the multiple intense or...

Fun On The Beach... Ch. 01

by heybabes2001 on Sep 17, 2017
Mature

First time with Elise... Part 1 For the past six years my aunt and uncle have taken me down the shore with them every summer. Our first year there we met this family and we became very good friends with them. They were Elise and Louie and they have two kids a boy who is now 14 and a daughter who is 13. They are a great family and we became good friends with...

The First Time I Fucked Her

by zabmxxx on Sep 17, 2017
Mature

This is a true story. I often replay these events in my mind when having a wank so I thought I would share them. I was 35 at the time and divorced - this was a time before internet dating and back in the days of dateline and local contact mags. Anyway, I had an add in one of the local contact mags and had provided my phone number for interested women to...

The Ex Leads to Sex

by KingLeonides on Sep 16, 2017
Mature

This story is about my ex wife Stephanie. We met in our teens, I lost my virginity to her which is something no man forgets. We never lost touch of each other and married in our early twenties. After four kids and both of us working sixty hours a week our spark had faded. We both had affairs and neither of us could get over it. We ended up divorcing. Steph...