Cuckold Mature Stories

35,264 results
Orientation
Length
Source
Infinite Scroll

Old Love Old Cuckold

by gonzi2 on Sep 13, 2017
Mature

This is a true story about what happened to me after I'd been made redundant at forty-eight. I'm Don and I'd worked for a large company for thirty-one years as an executive. The company restructured and I got enough in my pay out clear my mortgage and live reasonably well. But I had a daughter at University and another about to go. To pay for them I needed...

Cuckold John

by Foxe-Male on Sep 16, 2017
Loving Wives

I should have known better. Perhaps it was because I was on my fourth scotch or maybe it was just my male ego telling me that she was really attracted to me. I don't know, but somehow I was unwittingly made the john in a cuckold. Maybe I should start from the beginning. I was in a northern city in Western Canada on business. I was on the last leg of a two w...

The Cuckold Life

by cuckytoher on Aug 18, 2017
Fetish

I'm sitting outside a restaurant wearing sheer to the waist pantyhose and a cb3000 chastity device waiting to pick my wife and her lover up after their dinner date. I'm excited and can feel my tiny cock straining against the device wanting to get out and play. I was told to be here at ten pm to pick them up and it's now almost forty minutes later and they st...

My Wife Passed Away

by CuckoldGuy on Dec 10, 2018
Mature

A little over a year ago a colleague of mine passed away. At his wake, I was standing in the receiving line waiting to offer my condolences to his widow, Carol. Carol is a thin, attractive, seventy year old woman with long blond hair and I'm ten years her senior. In the line in front of me was a younger man maybe sixty years of age. He had no female compani...

First Time Cuckold

by 1_happy_hubby on Sep 25, 2017
Loving Wives

It must have been about 7 PM when I walked in the door. My job had kept me a little longer than normal, and the Friday night traffic was imposable. I must have startled her when I called out, "Hi honey, I'm home." She jumped a bit with fright, but when she turned around and saw that it was me, a smile came over her face. She said, "Oh, I didn't hear you ge...

Old Uncle Jack Visits Ch. 04

by tazsis1 on Sep 19, 2017
Mature

[Please read earlier parts of this series. I hope they add up. Thank you for your encouragement and comments and impatience for more and occasional abuse -- it's all a key part of the fun of writing these stories. Don't hesitate to get in touch. At least one more instalment to come.] * I watched it all from the floor our bed; Uncle Jack taking, ravishing m...

Roger Harder Visits Swappington Ch. 02

by Nigela Lamont on Sep 17, 2017
Loving Wives

Mr. Harder visits Swappington PART 2 True to her word Mandy got busy right away preparing her unsuspecting husband Clive for his meeting with Roger. After giving her a couple of days my curiosity got the better of me and I phoned her and asked how it was going. Mandy told me she felt the best way to cuckold Clive was to do it slowly, rather like boiling...

Lucille and Mrs. Miller Pt. 01

by MaryGrangerx on Sep 19, 2017
Fetish

Lucille and Bruce (Part 1. Introduction) This story is total fantasy and has no relationship to real life or experience. There is no underage sex or cruelty. ***** It is difficult to understand how Lucille and her husband Bruce Ross had ended up being so involved with one of the local lads, Brian and his mother Mrs Alice Miller. The families were such opp...

Owned by my Mother-in-Law Ch. 13

by Sputnik57 on Sep 15, 2017
BDSM

I was taken into a room with a crucifix-like stand and lashed to it; both Miranda and Althea commented on how it would be a fitting end to the day, if I were lashed by the maid for good measure. I sagged at the crucifix as the latex maid cracked her bullwhip expertly; my cock did anything but sag as I watched her gracefully wicked movements in the mirrors, t...

The Making of a Mistress Pt. 06

by EiryCGar on Sep 14, 2020
BDSM

Author's note: 'All things must pass' and I feel that this series has reached a natural conclusion. As always, I must point out that all players in this fictional saga are aged 18 or older, and all sexual acts are consensual. The Making of a Mistress Chapter 6: Cwm Pechod's Cuckold Community The invitations to the party for the combined wedding anniversary...