Gay Older Stories

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Older Man, Great Time! Ch. 1

by me241 on Sep 14, 2017
Gay Male

I'm not going to tell you one of those too good to be true stories that you always read on these kind of sites. This is an account of my first sexual encounter with an older man, or any man for that matter. I had always had gay tendencies although I had never built up the courage to act on it. I had always fantasized about sex with men. I had even masturbat...

Older Man, Great Time! Ch. 3

by me241 on Sep 14, 2017
Gay Male

Chapter 3: All Tied Up I had had a few liaisons with other men since Steve and I first hooked up. But I had met a new guy since who was a little more adventurous than the rest. His name was Jerry. He was about 6', I'm guessing around 200 lbs, brown hair, brown eyes. He was 41. Older, just the way I like them. He liked younger guys so my being in my 20's wor...

Older Man, Great Time! Ch. 2

by me241 on Sep 14, 2017
Gay Male

Well folks, needless to say the first experience with Steve made me just want more of him. Feeling more comfortable with sex with a man, I knew I was ready to move onto a fantasy that I had always wanted. Sex with 2 men at once. People always say that you should just fantasize about fantasies but never actually do it, let me tell you how wrong that is. This...

Older, Sadder, Wiser Pt. 03

by zaphod40 on Aug 18, 2017
Gay Male

My arrival at Jeff's home for the first time after the death of his grandfather was a moving moment for us both. Once inside the house we fell into each other's arms and our long kiss led to a flooding of our minds and bodies with emotion. I ran my free hand through his hair while he pressed his groin into mine until the pressure mounted between us and our d...

Older, Sadder, Wiser Pt. 02

by zaphod40 on Aug 18, 2017
Gay Male

The Adventures Of Urlen – Chapter 14 "Is that..er.. Urlen?" "Yes." "Funny name." "Yes." " This is Chris. Jeff said I should phone you." "Yes." (I was becoming as monosyllabic as Chris, but I wanted him to make the running.) "He said we should meet." "Yes." "Meet me in the shop, then. Come to the kitchen exhibition centre at 11.00 o'clock tomorrow. I...

Older, Sadder, Wiser

by zaphod40 on Aug 18, 2017
Gay Male

When my wife left me after nearly twenty years of marriage it was a bolt from the blue. I'd made my regular Christmas visit to see Fred and had some short-lived fun with Maynard, but otherwise I had been faithful to her and felt sure she was faithful to me. A bad moment came when she discovered that I had been masturbating. I found an occasional wank signifi...

Older Lover

by jcmu25 on Aug 31, 2017
Gay Male

I went to college out of state, then worked abroad for two years, so when I returned home at 25 to get my bearings again I was mostly friendless and bored in the city where my parents lived. Occasionally I'd go out with old acquaintances or friends from high school but I had changed a lot since I was 18, so most of those connections slowly faded. I looked ha...

Older Friend Teaches Younger

by e101beta on Aug 18, 2017
Gay Male

Bob and Alan were co-workers at the local grocery store. Bob was in his 30s, and kept himself in good health. When young Alan came to the store, he could not deny the cute pup employment, and it turned out that the boy was a hard worker. The two became friends quickly. An activity that they shared was exercising. They went weekly to the gym to maintain their...

Older Black Man Turned Me On!

by pampoon on Aug 18, 2017
Gay Male

When I first moved to Chicago from the country I was pretty shy and nervous. It wasn't easy to make friends. I started dating a nice girl from work and had great fun for a few months. Then she went away to college and I found myself alone and miserable. Most of the people in the office were older and were married with kids. There just wasn't anyone my age t...

Older Daddy after Hours

by Domthesubmissive on Jul 17, 2018
Gay Male

*Writers Note* This is a true story, I frequent gay sauna and swinger sites, always looking for some more anonymous sex!! I'll be writing about my experiences as they happen, I filthy detail! Enjoy! *** There are plenty of popular online swinging sites for guys, but I tend to use one in particular, where I've had plenty of adventures! One such was whilst...