Gay Widower Stories

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The Simple Rancher

by DWSimon on Sep 14, 2017
Gay Male

I'm a widower. My wife of six years died six months ago. She left me with two little ones. While giving birth to our second, she had to have a caesarean and that was when they discovered the cancer. It was almost virulent. My little boy was two months old when she died. I was at a loss as to what to do. I had my daughter who had just turned two and a two-mon...

Travelling

by vinceh23 on Dec 3, 2017
Gay Male

I am a retired widower and have been taking road trips of a week or ten days through the west. This trip took me to Arizona and today I was in Scottsdale looking at a property I own there. I had checked the property and spent the night in a nice hotel and was having breakfast at a nearby coffee shop. I like to wear panties and bras and have gotten rather bo...

Never Too Late

by alexcarr on Aug 18, 2017
Gay Male

I recently moved to a sheltered home scheme renting through a local Housing Association. That's where I met Gordon, a widower with a heart by- pass which he said made him a little bit immobile. I got to know him doing my bit in the community garden, he would come and sit on the garden swing chair as I tended the garden. In between times I would take a seat...

Angry Old Man

by Cicero6 on Aug 18, 2017
Gay Male

This short story is an abridged depiction of an experience that still leaves me baffled. My wife and I bought a home from an eighty-something widower four years ago. Victor seemed nice enough in spite of the fact that he was selling the home he and his wife had built in the mid-fifties. All was going well with the inspection and closing until a discrepancy i...

The Older Man Pt. 03

by t2u1ck on Mar 20, 2018
Gay Male

It's a while since I wrote about my meetings with Tom, a 50 something widower who shared my particular tastes in music but also got me so horny that I just wanted to spend more time with him. The trouble was that I was 25 and happily married to a beautiful woman! The last story finished up with a wonderful session of 69 at the culmination of which Tom swallo...

I Like to Bottom

by bdavidson on May 6, 2019
Gay Male

This is a fiction story about a mature man's experiences with gay sex. ***** Several months after I became a widower, I took stock of my situation. I was living alone in a small rural community, 30 minutes or so from one of the large metroplexes on the river. The last few years had been filled with doctor appointments, hospital stays, outpatient treatments...

The Older Man Pt. 05

by t2u1ck on Apr 1, 2020
Gay Male

It's some time since I wrote the stories about my affair with a much older man. I'm married and in my twenties and Tom is a widower in his 50s. I had not recognised that I was bisexual until I met Tom but since we first got together I have enjoyed the delights of oral and anal sex and shared a fetish for briefs, especially with shirts tucked in them. We also...

Home for Seniors

by isoro1 on Apr 14, 2020
Gay Male

I'm a senior citizen, almost 70 years old. I'm also a widower, my wife of 45 years passed away little over a year ago. My kids are all grown and live in other areas of the country. The house was too big for me to take care of, so I decided to move into a senior's only living arrangement. Nice place, combination of apartments and small cottages. Even provides...

My Friend's Dad Ch. 03

by Kent100 on Sep 14, 2017
Gay Male

If you have been following my story, you now know that my friend's Dad had been having his way with me. Since he caught me snooping around his bedroom, he had used me to please himself for the last hour or so. From what he had made me do so far, I got the feeling that he was training me for a long term position in his life, instead of just using me for a qui...

Patrick's Personal Card Ch. 05

by TimothyM on Sep 14, 2017
Gay Male

Patrick woke early the next morning. He managed to slip out of bed without waking Michael and Peter. Grabbing the clothes he'd made ready the night before, he headed for the bathroom. Even though he'd had a bath last night, he needed to have a longer shower. Preferably with a bit of self-gratification while thinking of his lover. Otherwise Patrick knew he'd...