This is my second post ever. And I’m overwhelmed with the supporting comments from everyone. I hope this won’t disappoint. (Everyone involved is above 19yo) see my other post if interested.

https://www.reddit.com/r/gaystoriesgonewild/s/c5EtvDvB6R

This was September 2019. It had been three months since my ex fiancée and I broke up. People were still being extra nice to me and super sensitive. We were together for 6 years and we had moved to this new neighborhood together halfway through our relationship. We knew all our neighbors. They were mostly older and we were the younger couple in love. That ended dramatically which led to the outpouring support of the neighbors.

One of the them was a divorced man, mid forties and pretty attractive. Dark hair with some silver showing on the side, tanned face and skin, green eyes and strong jaw line with good teeth. His body was the showstopper though. He was ripped as he used to run shirtless every morning hence the tan. My ex found him very hot, I didn’t disagree. It made me a bit self-conscious. But I didn’t think of it, we always thought he was dating another neighbor. She was also divorced and they were always out around the city together.

Anyways, I was at a block party and he had heard that we had called our engagement off. And he was checking in on me and how I’m doing. His divorce was only few years ago, so he had a lot of empathy and was driving a lot from his personal experience. He invited me over to hang out or go out to grab a drink. I thanked him and never thought of it. I just thought he was being nice and I never followed up myself.

Few weeks later, on a Saturday afternoon, he texted me if I want to hang out and grab a drink. I offered my roof deck and he brought some beers. We went up and were chatting for a bit. We were talking mostly about the neighborhood and politics at first then asked me how I’m doing. I was over that breakup and didn’t want to dwell on it. So I shifted the conservation to ask about him. Didn’t know where this was going.

He started talking about being lonely using the gym to spend his time. I did tell him he has a great body and he was sweet enough to reciprocate the compliment. Still had no clue he was flirting. It was until he used the word “confused” to describe himself. That rang the alarm bells for me and I started honing on more clarifications to understand what was confusing him. He wanted to explore new stuff and was still being vague. My eyes were opening and ears are perking.

I suddenly was very interested in the conversation. It became very clear to me that he was curious sexually and trusted me with that information. Now it was my turn to steer the chat to where I want it. I already thought he was hot and the fact my ex liked him and he was interested in me, that sealed the deal for me. I wanted to pursue this. I had jerked off with a guy before and would do it again.

I started by telling that I understand his loneliness. Especially at night. And my breakup gave me time to think about other stuff to please myself. I told him that I understand his curiosity and it’s only normal and has crossed my mind. And there is no judgement in this house. He then added nonchalantly “like if you ever want to…” I asked “what do you mean?” He murmured “ever want to explore just let me know”. “yea let’s do it” “Cool let me know” I said “let’s do it now” He was shocked that this was happening. I was already grabbing my drink and heading down off the roofdeck. He rushed with his drink as well. Both hearts were beating fast and it was apparent with our fast reactions.

We didn’t make it all the way to first floor and went directly to the bedroom. We started making out in the hallway and pushing each other to the walls as we made our way to the bed. Took my shirt off then his and were rubbing our chests to each other and was sniffing my hairy chest and kissing it. Took the rest of our clothes off and it was a sight I never imagined in my life. To have this man in my bedroom where my ex and I had sex was beyond me and it was adding to the thrill of it. I was getting hard and he wanted to give me head so I laid back closing my eyes and letting him do the work. Sorry to disappoint everyone but it was just ok. He didn’t know what he was doing. We were both nervous. I thought I would reciprocate but he couldn’t get it hard for me. So I sniffed his crotch and went back to kissing. He helped me jerk off by playing with my nipples as we made out. My chest is very sensitive and that was something I had recently figured out. I came really quick on my chest. I was really hard and my load was shooting in every direction. He had stopped to just watch the fireworks. I remember him being impressed with what was happening. He wasn’t able to stay hard or jerk off. We tried to keep making out but he got more nervous and my post-nut clarity wasn’t helping him either. So we had to call it a day.

We both straightened up, wiped my mess and went to the ground floor as if nothing has happened. We were both uttering nonsense as if 5 minutes ago did not happen. He left and we said we would do it again but it never happened. I wasn’t interested in pushing for it and avoided him a couple times. He took the hint. Knowing that he was interested in me more than my fiancée was all the post breakup ego boost I needed.

I see him around from time to time and sometimes with his lady friend. We chitchat a bit but never address it.

My other post is here: https://www.reddit.com/r/gaystoriesgonewild/s/c5EtvDvB6R