Gay Older Man Stories

19,380 results
Orientation
Length
Source
Infinite Scroll

I Would Say "Yes"

by Sean32 on Aug 18, 2017
Gay Male

Recently, a gentleman e-mailed me about one of my stories. He asked what I would do, if my friend Brad actually propositioned me. Well, I hope this letter adequately answers his question, while entertaining a few other gentlemen. Dear Brad, Even though I act nonchalant, and pretend not to notice, I love your "inadvertent touches," and the kind "reassuranc...

Visiting Cousin

by standingstones on Sep 14, 2017
Gay Male

I hadn't seen my cousin Ken in almost five years. We sort of lost touch after high school and college. Now here he was arriving at my door. Ken was tall and thin with black hair. I could see he had been working out, as he looked fit. We talked briefly and then we went out for dinner and some drinks. We got caught on our family and friends and then we came ba...

Fantasy

by pescaderoblue on Aug 18, 2017
Gay Male

I am not gay. This is not a kind of desperate attempt to convince you or me of it, it's the truth, as simple as that. I have always felt attracted to women, I have never had any romantic feelings for a man, actually, the mere thought of kissing another man is repulsive to me. That said, I can certainly admit that I am bisexual. Men and women attract me sexu...

Appointment for Spanking

by Artman4 on Aug 18, 2017
Gay Male

I had made contact online with an elderly gentleman who professed a desire to spank the bottoms of willing younger men. No other form of sexual gratification was offered, but I was attracted to his confident demeanour and his dominant responses to my emails. He did say he liked the look of my bottom from my pictures and would take pleasure in spanking it. He...

Meeting Bruce

by sunset_lover on Aug 18, 2017
Gay Male

The other weekend I was relaxing, surfing, and found an ad online that looked interesting. I sent him an email, and introduced myself. He wrote me back, and we emailed back and forth a few times before we called each other. We talked for a bit before we decided to meet and I headed over there. I walked into his house and shook his hand. He stood about 6'2"...

Curious First Cottaging

by Intercontinental on Sep 14, 2017
Gay Male

I always had a fascination with feminine things, dresses, shoes and handbags. Underwear was particularly exciting. I liked the silkiness of them. I loved the delicate straps. And I understood what it was to feel girly, as I wanked. As I passed my eighteenth birthday, I was still pretty. I had long hair. My hips were snake like, my body smooth. And I was sen...

John the Usher Ch. 01

by koksocker333 on Sep 23, 2019
Gay Male

I met the grooms brother at my cousins wedding, we first met at the engagement party, he was across the room, our eyes met when I first walked in the door, he quickly turned away trying to avoid eye contact. I caught him a few times checking me out, I looked pretty good if I do say so myself. He was a strapping lad, he was twenty four years old, single, stra...

A first time for Everything Pt. 02

by StoryTeller1959 on Dec 9, 2019
Gay Male

As we walked to the bathroom, it dawned on me that what we had already experienced was unlike anything that I had ever seen in the gay porn selections on line. It was soft, sensual, honest and filled with passion. More importantly, it was real - two real men, pushing the far side of middle age, discovering the joy and excitement of confiding in each other, s...

My Stepdad Henry Pt. 04

by koksocker333 on Jun 24, 2019
Gay Male

Once I was ready I laid on my bed waiting for Dad, Henry was busy shutting off the lights locking the doors, even he was a bit nervous, and maybe feeling a little guilt at the same time, this after all was his stepson, and a great kid at that. Henry walked in the room, Tommy laid there naked ready for him to take him, Henry sat on the side of the bed. "Tomm...

I Meet a New Friend

by eljayb on Oct 5, 2020
Gay Male

Graham and I had been chatting on a Dating site and then by email for over three months. He said he was 58, not terribly experienced and left a lot unsaid but which intrigued me. With all of the kerfullfle with the Pandemic and lockdown I lost sight of him for a while and then thankfully, we caught up with each other and finally arranged to meet at my home f...