Yonger Man Mature Widowed Sex Story Stories

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Summer Love

by Kristofer on Sep 17, 2017
Mature

A song inspired this story. Went to work for her that summer, I was a teenage kid far from home. I was 19 years old, about 5'8", short brown hair, blue eyes, and pretty muscular. I saw the help wanted flier on a telephone pole. 'Help wanted. I need a strong young man to help out a widowed middle aged woman with chores around the house.' I called the number...

A Mature Lady

by chibicur on Sep 13, 2017
Mature

I am married, in my early 50s and have a decent sex life with my wife, but something has been missing. My mind wanders when I look at women passing by. I see the movement of their bodies under their clothes, and I wonder how passionate they may be. Would they like a good fuck? As a lark one evening, I signed up for one of the Internet services where horny...

Super Tenants

by anon56212001 on Sep 17, 2017
Mature

My wife and I recently divorced after 30 years of marriage and I told my boss to go to hell. I just got fed up with the bullshit. I've done everything anyone asked me to do all my life. I decided right, wrong or indifferent I would spend the rest of my years doing what I wanted to do. That's what brought me to Miami. I have always loved the ocean breezes. I...

Irene - District Nurse

by dentewa on Sep 17, 2017
Mature

Growing up in the North East of Scotland, I had a fairly sheltered upbringing. The social life of the community revolved around pubs and clubs. I was not allowed into the pubs, but had to stand outside with my bag of crisps and my bottle of Coke because of the licensing laws. I was however allowed into the clubs and it was there I developed my sexual fascina...

100 Years in Purgatory Ch. 02

by JonThomas_ on Sep 16, 2017
Mature

Since I'm sharing the story of one of Michael Jones, who likes to watch other people have sex, I thought I might allow the readers to watch and listen along with he and I as the narrator tells the story of his widowed wife having her first sexual encounter after her husband's demise. ~~~ Jon Thomas speaking; I was recently called in to see the old man; he...

The Real Estate Agent Ch. 1

by Highlander on Sep 16, 2017
Mature

I had been doing consulting work for a local Realtor as such was having to work after hours. The work I was doing could not be done because the agents needed the resources during normal business hours. This agency had several older attractive women on staff and they were always telling tales about their sex lives. At first I was uncomfortable hearing then ta...

Grands and Friends Ch. 01

by mrtandem on Jun 15, 2020
Mature

This is as strange a story as I have ever told, but truth is stranger than fiction. I'm a 65-year old man, widowed and living on my own in a house not far from the high school. My daughter attended there, and now her children have and do. Her oldest, Hannah, and I have been close friends ever since the time she could crawl up onto my lap. Hannah's 23 now an...

The Almighty Cock Offering

by peppermintpatty2006 on Sep 1, 2017
Humor & Satire

When a woman is younger, she has to fend men off in droves. Even when men don't take the hint or don't take an emphatic 'NO!' for an answer, he still chases her relentlessly until she succumbs or finally gives in. So, to speak! Possibly, and normally with regret she may eventually even fall in love with a man and get married. The reason is that these men (ye...

Goodnight Mrs. Marsh

by Melody on Sep 12, 2017
Mature

Griff is an ex marine, trained in special forces but now his military career is over, early retirement due to injury in the line of duty. He has a good pension coming in and is providing his services on a consulting basis to several security companies, setting himself up with a nice little nest egg. The injuries he'd sustained required some more surgery, th...

White Grandma Strapons Black Guy

by Samuelx on Sep 16, 2017
Interracial Love

Doris Wilkinson, suburban dominatrix extraordinaire, smiled to herself as she whipped Jamal Louis-Pierre. The young Black man squealed as the bossy older White lady whipped and berated him, deep inside her basement in the town of Nepean, Ontario. How she loved that sound. The blonde-haired, big-bottomed, fifty-something White woman smiled at her latest submi...