Gay Older Guy Stories

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First Time with an Older Guy

by mrich45 on Sep 14, 2017
Gay Male

Note: this is a true story of my experience, please enjoy. ***** I was 22 at the time, and I'd only sucked off a few guys around my age. I still considered myself mostly straight, just thought it was a bit of fun. I was having a boring day at work on a Monday and was feeling horny, so I hopped on squirt and was checking some guys out. He sent me a message...

First Bi-Guy Experience

by Resparvae on Aug 18, 2017
Gay Male

I am an older guy, but had a Bi experience in my early thirties. I had fantasized about is since puberty but it was such a taboo for men to discuss, let alone try, and still is verboten I guess. I was newly divorced and started an amazing affair with a woman 25 years older than me. She was attractive and a fairly well known public figure in Canada. It was qu...

Something about an Older Guy

by alexcarr on Sep 14, 2017
Gay Male

There is something about an older guy ... "Brian, have you ever been man fucked?" Ken asked out of the blue. That came as a bit of a surprise. Okay I'd met Ken on a gay dating site, and was a trifle nervous about meeting my first contact, who was among several who offered to make a date. I chose Ken because I liked the look of him and I guess he reminded m...

Obsessed with Older Men

by slut4daddycock on Sep 14, 2017
Gay Male

I knew early on that I was different from the other guys. While they always talked about tits and pussy, I wanted something different. Something I couldn't talk about. Internet porn was just getting big then, and like a lot of boys, I would surf some XXX rated sites when my parents weren't around. Unlike the others, I was more interested in the big cocks tha...

My Older Man

by Jonjmaxx on Aug 29, 2017
Gay Male

Last fall, when I was starting my graduate studies at NYU film school, I found myself sexually frustrated and unhappy with the guys I was meeting. The sex was OK, but nothing really special. I think that's kind of understandable because, after all, we were mostly all in our early 20s and not very experienced. Plus, if I was to be really honest, the guys I me...

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...

He Just Had to Try

by claw69 on Sep 14, 2017
Gay Male

This story starts out true enough from a older guy that missed the boat. I am 52 years old and have found the wonders of the power of cock. It started early enough watching in the boys room at school scared to death with what was going on in my mind and simply couldn't figure it out. I adored watching the boys my age pissing although I couldn't figure out wh...

Indulging a Senior Counselor

by RubberDickie on Oct 15, 2017
Gay Male

My first experience was with a much older guy named Richard. He was a senior counselor at a camp where I worked summers while in college. During my second summer working at the camp, Richard and I ended up having to share a cabin. I had met him the year prior, but because I was just a rookie that year, we had minimal contact. Now, in my second summer, I was...

Straight Guy Gives In

by TKK3 on May 29, 2018
Gay Male

Well... I gave in... I was back on the road again for work. It had been a few months since I ran into Kevin when we were not back at our normal work place. Since our last interaction I and my girlfriend had broken up and I had not been laid for over a month. I was at the same hotel I normally stayed at and I was getting a drink with the guys like normal. 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...