Retired Old Woman Stories

266,516 results
Orientation
Length
Source
Infinite Scroll

A New Direction

by SW_MO_Hermit on Sep 11, 2017
Novels and Novellas

Commander Jennifer Fielding was tired. No, she was totally exhausted but duty called and she responded as she always had. It was just another routine day in the life of a Naval Aviator and then all at once it wasn't. She had seen some heavy shit in her twenty plus year career but this day looked like it would take first place in the shit category. Her take o...

Free Appliance Repairs

by showife on Sep 14, 2017
Loving Wives

For some reason my wife seems to attract the attention of retired "old guys." I'm not sure why that is, but I'm guessing that a 40 plus year old woman still looks like a sweet young thing to a guy that's in his 60's or 70's. At the same time a younger guy might think that she was well past her prime. Just this past weekend she, and her sister were hit on b...

Single at 50, The 4 Women in My Life

by kaptainandre on Jun 15, 2020
Mature

I am now 50 year old, single dad, divorced almost a year. My dating and sex life has been absolutely crazy! Let me describe the 4 women in my life. Names have been changed for privacy. I see each of these ladies weekly, sometimes more than once per week. They are all Chinese ladies between 45-72 years in age. Since all four of these special woman hav...

Gillian's Spanking Addiction Ch. 02

by 123z on Feb 26, 2019
BDSM

Gillian Watkins arrived promptly at eight in the evening at the Pimlico apartment building of retired school master Mister Williams. The twenty six year old online stripper and cosplay model had resisted many generous offers of sex from her most ardent fans and had not taken to even having girl on girl scenes on webcam either. The vivacious brunette just enj...

The Hot List Ch. 04

by qhml1 on Sep 26, 2017
Loving Wives

Thanks for reading. For those readers who say I should have put sex in the story, you're probably right. I'll make sure to steam up future offerings, but be warned, I tend to take the scenic route every where I go, you can ask my wife. This is a fairy tale. I put it in loving wives, well, because it's about a guy who loves his wife. I personally have been ma...

And The Night Stood Still

by Kozmic Kowboy on Apr 14, 2020
Mature

Author's Note: In keeping with my tradition, the title of this work comes from a song, this time by Dion. I hope you enjoy it and feel free to leave a comment. Please remember to give your rating of the story as it is the only pay any of the authors get here. * My neighbor's daughter was getting married and I felt obligated to attend since I had known her...

Robin and Connie Pt. 01

by Robingreen678 on Nov 18, 2019
Mature

First, a little about me. As I write this I am a sixty-three year old, still sexually active, bi, submissive woman. My stories are memories of a kinky life. I am still in the lifestyle. When this adventure started I was a 35 year old straight business consultant living with a loving partner. When 35, I was at about 125 pounds, today 140. I am still 5 foot 7...

Woman in White and Daddy Glenn Ch. 01

by SusanJillParker on Sep 26, 2017
Mature

Is a much younger women with an older man, every man's sexual fantasy? Just as women dream of striking it rich by marrying a wealthy, older man, older men dream of having sex with beautiful, sexy women half their age. Cougars versus sugar daddies, does age really matter? Once the hot sex is over or the money exchanges hands, even those in this sort of relat...

Gina's Ride

by trusty_sam on Sep 14, 2017
Mature

Gina's nipples hardened at the thought of the nasty sex she was to partake in later that night. The fifty-one year old woman was horny, and knew what she wanted. Hell, she had worked damn hard at the office in the last several weeks, getting the last quarter's sales performance figures and analysis compiled, tabulated and what have you. Ten hour days had bec...

Aren't The Neighbors Nice?

by T@nman on Sep 16, 2017
Group Sex

We retired a couple of years ago. My wife and I were rather lucky in that we could both retire at the same time. We didn’t want to stay in the home where we had raised our family. For one thing, the house and yard were too big for just the two of us and, for another thing, we didn’t like the way the old neighborhood was changing as the older owners sold out...