Mature Swapping Stories

34,655 results
Orientation
Length
Source
Infinite Scroll

My Summer Cougar Pt. 04

by storyfella on Jan 30, 2018
Mature

Saturday afternoon soon came around. On my way to Annie's to pick up my earnings I wondered what was in store for me today but tried not to get my hopes up. Then I thought about how much I would be getting for the work I had done and realised that my agreement with Annie had been an hourly rate. The way things had gone the last three days meant I really hadn...

To Swap Or Not To Swap Ch. 01

by Someyummy on Sep 17, 2017
Mature

To swap or not to swap. I guess when you hit your late 40s you begin to think of this, especially when the pussy you've had for years has always been lousy and seldom. My ex-wife had a best friend from school that I had fantasized several times while pulling my cock off. Her name was Margaret but I always thought of her as "Margo Lynn", but ultimate sex...

My Boss Ch. 03

by tallone123 on Sep 25, 2017
Mature

The next few months were busy; Mandy had me working like a dog and we still got together every Friday night and every 4th Monday I spent the night with Jennifer in my flat. I added another mature lady to my harem, it was Mandy's sister in law Jean, Jean and John's parents seemingly had a lack of imagination when it came to names. Jean was 2 years younger th...

First Timers

by LaceyDresser on Jul 31, 2019
Mature

Prologue: The following narrative is an event that took place several years ago. I mostly forgotten about it, at least as far as retelling it, until more recent events prompted me to. Unfortunately it's a long story with an introduction that is particularly long. But it couldn't be helped as it was necessary to put everything into proper context and perspec...

Amber

by DurtyWriter on Jul 14, 2020
Mature

In my first story My Hairdresser. Amy had made a house call and gave me a trim. We left off with a date set up for Saturday night. Thursday afternoon I got a text from Amy. Oh no! she has realized I'm too old and is canceling. I opened it and to my surprise Amy asked if I would mind meeting her little sister. No not at all. My receptionist called telling...

Change of Heart

by Captain Jack on Sep 15, 2017
Loving Wives

This all started on Saturday afternoon when my neighbor John and I are having a beer in the local tavern after a softball game. He brings up the subject of switching partners and asks if my wife and I had ever though about doing it. I tell him I’ve though of it often but my wife wants no part of it. I also tell that she wouldn’t even discuss it with me. Joh...

Mature Swinging and Swapping

by bdavidson on May 7, 2019
Loving Wives

A fictional story about a mature couple discovering the swinging lifestyle. *** My wife Claire and I are in our early 60's, retired, and in mostly good health. Claire is a beautiful lady with a sweet personality, but conservative and somewhat shy. She was a virgin when we married. Her medium length hair is silver, but still very full, high cheekbones and b...

The Mature Sex Slave(s) Ch. 01

by Scarloochie on Sep 17, 2017
Loving Wives

It all started with a bet. A bet my wife and I knew we would lose and wanted to lose. How we got to this point and beyond is our story. We were a mature monogamous couple with fantasies just like everybody else. Our imaginations started with visions of hot times together and evolved into using sex toys, thoughts of flashing and exhibitionism, and eventually...

A Wonderful Summer Ch. 2

by GoddessInSC on Sep 16, 2017
Mature

A few weeks past by and I saw still seeing Joe. We hardly had time together, but when we did, it was great. Since Joe was known well around town we were never permitted to be able to just go out and date. We did, however, spend marvelous nights at his cabin. The Fourth of July was fast approaching, and I didn't expect to be able to spend it with Joe. Surpri...

Couple Plays with Mature Neighbours Pt. 01

by cplyoung1210 on Sep 17, 2017
Mature

It's been two years since we (Neha, 30 and Piyush, 35) became good friends with Mahesh (60) and his wife Rashmi (54). They had moved to our apartment complex, after Mahesh retired from his job at a government bank. Their flat was located right across ours, and the first introductions were made when they came over to invite us for the house warming. Both of...