Cuckold Mature Stories

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My Mother-in-Law Ruth Ch. 2

by Mr. Woo on Sep 12, 2017
Mature

If you read part one of what will be an ongoing true story of my relationship with my mother-in-law, Ruth you will remember that I had just jerked off on her face. Boy, was my life about to change. I found a woman who loved sex and wouldn't squeal. How good is that? Tuesday morning I awoke to the smell of fresh coffee and eggs. Ruth had fixed me a lovely br...

Mother of My Best Friend

by kinkydreams667 on Sep 13, 2017
First Time

She was mother of my new best friend and made heads turned when she walked elegantly with her tall femininity. I saw men go crazy in her presence and my pop was one of her silent admirers. At 42 she maintained her shape quite well as compared to other barrel shaped aunties. I was over 18 years old and used to visit her house a lot. Some times I could feel s...

The Pet Sitter

by AliceInWonderland79 on Sep 17, 2017
Mature

I had literally just walked in the door and placed my briefcase down when my phone started ringing. I've been divorced with about a year now and currently share my home with only my dog. With a heavy sigh, I raced for the phone in the kitchen. "Hello?" I queried, almost nervous as I was not in the mood to do anymore work after my 10 hour day. "Hello, Mike...

Memoir of a Young Mistress Pt. 03

by FunWhileItLasted on Sep 15, 2017
Mature

Emily's heart was racing. "He said I was amazing and he said I had a beautiful smile and he flirted with me...sorta...," she thought. Her first impulse was to take her phone and text every girl that would care...Sierra first, of course, then Amy, Kayla, maybe even Tawny. Then she caught herself. "The only way they'd believe me is if I could show them, and...

Barcelona Vacation Ch. 01

by Jack_Love on Sep 11, 2017
Anal

My girlfriend, Melody, used to be a total slut. She doesn't sleep-around anymore, have gangbangs with 10 guys at a time, or take one-off jobs starring in seedy amateur pornos on the weekends (see: 3 Holes, 15 Cocks, Young, Tight Holes 3, Bubble-Asses To Die For 1, 2 & 3, Massive Young Tits 17, Teen Babes Hardcore No Holes Barred Fucking 29 & 36, Pussy Angels...

Step Mom Steps In Ch. 03

by Felixcabin on Sep 12, 2017
Mature

The next day I went to Aunt Jill’s (my father’s older sister house). I hadn’t seen her for awhile, and stopped going regularly to visit her after my mid-teens. Although I remember I used to go a lot, and when Aunt Jill came down stairs to greet me, I remembered why. “Hello darling” she said as she bounced her way to me. “Hi Aunt Jill.” I said as I gazed at...

A Dance

by Xerxes82 on Sep 13, 2017
Mature

The room is filled with quiet warmth, dim light casting shadows on the walls. The music is soft, Frank Sinatra unless I'm mistaken. But I barely pay attention to the tune as we dance. Hand in hand we slowly circle. I fight to keep my hand from shaking as it rests lightly against your hip, held away from your skin only by the thin fabric of your pants. The sk...

A Plaid Skirt Doesn't Hurt

by Dylan800B on Sep 13, 2017
Loving Wives

If I'm lucky, you've read some of my earlier work, which focused on my life in college. It's been a few years since then. I'm married now to a wonderful woman named Heather. We have a great life together that I won't go deeply into detail about here, except to tell you all about something that happened last week. I have been the vice principal at Saint Eli...

Another Walk in the Park Ch. 03

by sandysummer on Sep 16, 2017
Transsexuals & Crossdressers

Rob came back from the bar. Alan's hand was resting on my leg. Marty and Wayne talked about going to another bar. We finished our drinks and Rob, Wayne and Marty set off in search of pussy. The night was still young. Alan and I walked back to the Motel. He held my hand and asked me about my wife. I told him how beautiful she was, how long and slender her le...

Lai Ch. 07: Interlude

by rcwait on Sep 16, 2017
Anal

"Oh yes, right there. Keep at it right there," Jen instructed calmly, as she began to squirm. "It feels so good ..." She was slumped back on the brown leather office couch, her dark blue skirt hiked up to her waist, thighs splayed wide for access. Louis was kneeling between her legs and his hands were resting on her stockinged knees. More importantly, his t...