After Frank (see my story "My initiation into gay sex"), I had several homosexual encounters that ran the gamut from fantastic to mediocre. I mostly used Craigslist, back when there was a "personals" section and found no shortage of middle aged men like myself interested in gay sex. Since I lived alone, I hosted most of the assignations after meeting up and vetting a prospect in a public place. It was very easy to arrange hookups and there were only a few that, upon meeting face to face, I had a strange vibe and declined. However, most of the encounters were at least pleasurable, while some were downright fantastic.
Since I was interested in guys in my age range, the less than stellar encounters usually involved my partner being unable to maintain an erection and/or ejaculate. These men were usually more than willing to go down on me and I received some truly masterful BJs during this stretch. The great encounters still stay with me. I remember Paul, who had a body builder physique like a Michelangelo statue; truly a beautiful male specimen. His penis was on the small side, which was fine with me as I'm not just about the size. One thing I like about smaller cocks is that if it's six inches or less and not too thick, I can easily deep throat it on the first try. I remember being surprised at how many men told me that no one had ever done that for them. Unfortunately, Paul's semen was extremely bitter and I really didn't like it. He tried some things (e.g. pineapple juice) but could never get his spunk to be something I could even tolerate. I sure liked looking at him naked though, LOL. Another man, Jason, had the biggest cock I've ever seen in person. I'm a little over 7" and not too thick; Jason was over an inch longer, thicker and uncut. I could get about an inch or so from the base before I gagged on it. A few times I did manage to get it all in my throat but I couldn't maintain it and gagged it up. We'd both laugh at my attempts at deep throating him. Loved worshiping his cock and playing with the foreskin. Our first time together, he shot two loads and said it'd been a long time since he'd been able to cum multiple times in one session. For one reason or another though, the encounters I had during this time were mostly one and done.
After I'd been doing this for about a year, I connected with a man a little older than myself, a stocky cattle rancher that went by "Rocky." He was very masculine and looking for a blowjob, explicitly stating that a respondent shouldn't expect reciprocation. This was fine with me as I'd come to enjoy performing fellatio and didn't really care if I got a BJ in return most of the time. He'd had some experience with gay men performing oral sex on him and said that his experience was that in general, blowjobs are better from men than women, to which I replied that I looked forward to continuing the tradition. We met up for coffee and clicked immediately; the conversation was easy, with a lot of laughter and I was attracted to his overt masculinity, coupled with sincere kindness and gentleness. Though I typically didn't have sex at the first meeting, I was feeling it with him. My heart started racing when I asked "Would you like to come back to my place?" We both understood what I had in mind, he grinned, readily agreed "I'll follow you.", and we made the short drive to my house.
