Gay Age Regression Stories

5,597 results
Orientation
Length
Source
Infinite Scroll

The Cost Ch. 01

by bsi8412 on Aug 18, 2017
Gay Male

I find it hard to believe, looking back, that I could ever have wanted this for myself. But I did, and it is for that fact alone that I am still here. Old, but always new. I have lived for a very long time now and I have tired of my existence for the majority of it.. I look in the mirror as I am oft to do. A glance only, but it is enough to tell me what I a...

Screw Too Old

by sr71plt on Aug 18, 2017
Gay Male

The Three Bitches, as a good many of the older ladies of the Summerside retirement community in Melbourne, Florida, referred to Annelise, Becky, and Karen, watched with barely suppressed sighs as new fellow resident, Phil, walked between their lounge beds and the edge of the community pool en route to the tennis courts. He did his best not to do more than no...

19 Year Old Bobby & Ron

by BilyumQ on Sep 25, 2017
Gay Male

There are only a couple of adult movie houses left in this area and none are what you'd call theaters in the traditional sense. The one that I frequent most is in fact in a building that once housed a KFC. Now it's a dirty nasty place but there is usually a fair amount of action going on at any time and the place is actually a sort of adult emporium. When...

Pizza Boy Delivers

by anonymous_a on Aug 28, 2017
Gay Male

This is a work of fiction. All persons are intended to be age 18 and above. * Friday is my Hell Day. I do three days' worth of work on Friday so I can enjoy my weekend unhindered by office obligations. That might seem counterintuitive to the modern work ethic, but screw it. As Jack Torrance in "The Shining" typed over and over, "All work and no play makes...

Three is a Wonderful Number

by I69luvu22 on Aug 18, 2017
Gay Male

For as long as I can remember I had been friends with Bill We had grown up as good friends enjoying everything from Little League baseball to some of the first times that all friends share From the first cigarettes (stolen from his father`s glove compartment) to the first time drunk (his older brother gave us four beers he had left from a Friday night da...

He Wants The Doctor

by TheSaint69 on Aug 18, 2017
Gay Male

Dr. Greg Phillips looked at his watch, it was 3:30pm on a Friday afternoon, and he only had one patient left, a young man named Jason Johnston. Dr Phillips was a 45-year-old psychiatrist, who thought of himself as a fairly decent looking man. At 5'10" and 190lbs, and a good build, he was a decent catch for anyone his age. Dr. Phillips really wasn't looking...

First Sergeant

by Tbone66 on Aug 17, 2017
Gay Male

At the age of nineteen, I entered the military and was stationed in Florida; although I'd had several girlfriends, this was the '60s . . . . and I was still a virgin. I had great expectations that this would change, now that I was in the 'Sunshine State' --with all the beaches and bikinis, I'd heard about. But, four months later, I was still innocent in the...

Darnell's Date

by ThurstonMann on Sep 1, 2017
Gay Male

April and I spent a lot of time with Darnell. Our love of his black cock made us closer in a lot of ways. She'd spend a night with him alone and so would I and sometimes, April and I only played with each other and when she sucked me, she did so with more vigor than she had before. I attributed this to her becoming more sexually driven and found that her des...

A First Taste Of Manhood

by spurt-reynolds on Sep 19, 2017
Gay Male

I've never considered myself to be gay, and even after the events described in this tale, I still don't. But, having said that, there's definitely something to be said for the feel of a nice hard cock! It all started one Christmas Eve, we (that is myself and my mother and father) were all at home as normal with my folks banishing me to my room for a couple...

Shaved Blindfolded Boy Ch. 02

by funguy2223 on Aug 18, 2017
Gay Male

I arrive at your house just after dark, and I walk to your front door. I remove my shirt, then my pants, leaving me naked except for the tight hood on my head and the tight silky shorts that let my ass show out the bottom. I knock on your door and bow my head. I've been thinking about the boy in your place. When I left a few days ago, you told me that you w...