What was your first Cruising experience?

Although I was introduced to sex by my cousins at a single digit age, I had not had any real experiences until at age 16 I was free to get out alone with my new drivers license. I had no idea how to pick up a man.
I was out late one weekend and decided to just drive around downtown Toledo. I was scared and horny and had no idea what I was looking for.

I had stopped at the Bus Station to use the restroom and had was walking back to my car when a man approached me asking for directions. We spoke for a few moments when he asked me if I would like to go back to his hotel room. I remember being a bit scared at first, but my curiosity got the best of my. We walked to his hotel and up to his 3rd floor room. When we got inside he asked me to take off my cloths as he stripped naked. I remember thinking he had a nice body for an older guy.

I think he was probably 5' 8" or 9. Dark brown hair. About 185. He was hard at about 6", 30 to 35 years old.

When we were naked he gently laid me back on the bed and started kissing me all over. I was so hard it hurt. When be began licking and sucking my nipples I was done. He could have done anything he wanted to me.
He worked his way to my cock and gave me this amazing blow job. I was so hot I came almost instantly.

He swallowed everything I could give him. He kept me in his mouth and gently, slowly kept sucking until I was hard again. I must have sucked me for another 45 minutes until he drained me again.

When he finished I thought I should return the favor, but when I went to get up, I saw he had cum all over the front of himself and the bed under him. So without a lot of talk I got dressed and as I was getting ready to leave he stopped me at the door. Still naked he hugged me and said thank you. Then he deep kissed me and opened the door.

I still jack to this memory.

 

That’s a hot story

 

I have to concur, that was hot! What I loved most about this was how organic that meetup was, just a couple guys in a regular situation, while talking about directions, with a gay sexual hookup coming out of it. That's never happened to me, and it's something that I would love, instead of always having to search for cock and ass through websites and apps, or going to a gay sex venue like a bathhouse. I don't know if I've just always missed the cues all these decades, or have really super hidden my gay side from everyone in the regular world? Good for you for not doing this, and having a wonderful evening with this man.

 

I was around 36 years old and sexually frustrated as my wife was being stingy with sex. I drove into a local public park that was known as being a place men went for oral sex from other men. I was sitting in my car for only a few minutes when a guy approached my window and asked if I was wanting a blow job. He had thick, wavy, black hair below his shoulders and said to follow him to another area of the park. We walked down a trail within the woods and arrived at a bird watching hut, went inside and he gave me one of the best blow jobs I'd ever had to date and milked my cock clean. He thanked me, said he was really needing some cum.