Gay Age Regression Stories

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Infinite Scroll

Speed Dating

by ScotishGuy on Aug 18, 2017
Gay Male

Wednesday night and I was making my way to a speed dating meeting organised by the local LGBT group in a pub in the pink triangle of Edinburgh. It was a warm evening and I had my jacket over my arm. I was dressed to impress, pair of chinos and a yellow shirt and a new pair of brown casual shoes. I topped it off with the delicate scent of a nice Gucci aftersh...

Thirty-Year Anniversary

by sr71plt on Aug 18, 2017
Gay Male

[Requested by dmmc] The young black bull was seated on the bench press in the dim light of the after-hours gym, back pressed to the reclining back support, hands gripping the narrow hips of the smaller, older man flexibly draped above him, facing away from him, and pulling the thin, wiry frame of the sub off and on his monster cock. Who would have known, th...

The Handyman and the Ceiling Fan

by timmywells on Aug 18, 2017
Gay Male

Installing a ceiling fan is something I suppose that I could have done myself, but after I passed 60 I've discovered that getting up on ladders doesn't have the appeal that it once did, so with that in mind I decided to let a professional do it this time. When the man arrived last Tuesday morning, I was positive that I had made the right decision, because...

The Ritual

by UseAndBeUsed57 on Aug 18, 2017
Gay Male

It started after I was released from my time of slavery. But I still had the cravings, the need to feel used. I was living on my own, having been raised very well by my widowed mother but with no strong father figure, I was easy prey. I won't elaborate on that, it's been so very long now that the memories grow hazy. This time of my life lasted from age 18 un...

Parent's Discovery

by wild175133 on Aug 30, 2017
Gay Male

I can't believe this happened to me. Until yesterday I was just an average guy married with two kids, an 8-5 Monday through Friday job living in the suburbs with two cars and a mortgage. It all started when our 18 year old son had a friend over. It was getting late, so I started to get ready for bed. As I was walking past his room I looked through his open...

Just a Number?

by NRMathis on May 9, 2018
Gay Male

Couples with large age gaps have some sort of assumptions that are automatic whenever people look at them or think about them. If it's a young man and an older woman, she's a cougar. If its an older man with a younger woman, she's a gold digger and he's her sugar daddy. If it's two gay men people assume a sissy-boy/daddy relationship. With lesbians, I have n...

At The Workshop

by norm55 on Sep 3, 2017
Gay Male

At last I have the courage to write about my sexual experiences. All the stories are true. Only the names have been changed to protect the guilty. STORY 1 From what I remember the only sexual contact before leaving school was to watch some of my school buddies playing around, one would grab the other's dick, but not much more. When I was 18 and at colleg...

Cousins Ch. 1

by tanzinger on Aug 18, 2017
Gay Male

It all started one hot summer. I was discovering how to touch myself so that I my penis would swell and throb, and turn a deep red and then burst out a thick wad of creamy, white spunk. I had several cousins, but I only hung out with a handful of them. I had 2 cousins that were about my age. I will call one of them Trent and the other Baric. Trent lived out...

Edge Teetering

by sr71plt on Aug 21, 2017
Gay Male

Brian knew he'd been impetuous. Unfortunately, it was a little late for realizing that. He turned his head from the window of the Cyprus Air plane as it cleared the French coast above Marseilles and sailed out over the Mediterranean. He looked over at the two young men sitting across the aisle from him in first class, aching for them—either one of them. It w...

Early Boarding School Experiences Ch. 01

by doris1957 on Apr 24, 2018
Gay Male

I started boarding at an all male school at the age of 11. It was all so different from living at home with brothers and sisters, access to TV and a normal life as a prepubescent boy. After a few weeks the novelty wore off and life started to become harder. There was great emphasis on who was top-dog and a sort of hierarchy amongst our age-group began to f...