Not Gay Yet But Headed In That Direction

For some damn reason I don't understand I've developed a desire for love in the all the wrong places. So far I've had three different encounters. The first was with a man in the Heights, I was there shopping for plants and he struck up a conversation and said he had been watching me and I looked like a guy he wanted to suck. He was matter of fact about it, mid fifties, looked like he did work with his hands. He sucked me dry, I mean it, I had not once in my life had an orgasm from a blowjob, but he managed it. I walked away sore from how hard he sucked me.

Second time. I started surfing for gay sex. I found this dating site for older men. I got an account and cruised around in the general area and found a man whose cock I liked and hit him up. I was honest, told him I wanted to try it, I had a blowjob but all that did was open my appetite. We hooked up at a Mexican restaurant, I told him I was wearing a plaid red shirt and cowboy boots and sitting at the bar. He came in, tapped me on the shoulder and said 'Gary'. He took a seat and we talked. He's a family law attorney with a decent practice. But he needs to have a man once in a while. We left for a motel and we got buck naked. Even my cowboy boots came off. He sucked me first, then I did the impossible. I sucked his cock for him.

One thing led to another, all naked and everything, we had a gay porn flick on the tv, and he said that since it was my first I had to take it up the ass, be initiated. It hurt like hell. Not really, it felt damn good actually. He fucked and fucked and I pulled on my cock under him. When he got done and pulled out I felt good. That is an experience I can repeat. With my new wings we parted, but not before agreeing to hit each other up again on the dating site.

The third was yesterday. I went out to get some sushi. A young guy, to me anyway, was sitting beside me and we agreed to go man play. We went to his apartment. This dude was all queer, with pictures of naked dudes on the walls and a bronze of a guy bent over and guy behind him. He was older than he looked, he said forty. Strong, in shape, with a short haircut. And aggressive as hell. I gave him a decent enough blowjob. He gave me an over the top fucking. I mean he fucked my ass, not like 'Gary', who fucked for me to like it. After the fuck he took his phone and said he kept a picture file of all the men he's fucked. Caught me naked on the bed with nothing but a smile.

I'm ready for another one. I like this. Frankly I much prefer Gary to this asshole. But I know how what it feels like to have your ass fucked. I'm going to hit up Gary and see if he wants to meet up on next weekend.