I'm excited to be here and have already had some promising progress, but in the interest of completeness, I'm including some background info in case others may relate or find it otherwise useful.
I've never really had hangups about sticking things in my ass. Even as a teenager, my search for trying anything sexual that I could had me sticking things up there in the hopes that it would feel good. I remember actually buying a dildo and just shoving it on up there. I didn't really know what the hell I was doing, I remember it feeling vaguely good, but in my cluelessness, I just kind of jammed it in and out and wondered why it didn't feel better. Even still, I do remember getting hard when that dildo was up my butt, but never really experiencing much pleasure. After brief periods of that exploration, I just kind of moved on to other things.
20+ Years later, I find myself browsing porn videos online and clicking through to videos of men enjoying "no-touch" orgasms and I was intrigued. I started googling things like prostate milking and thinking "Damn, why not give it a go?" And there I was, looking at a date with a condom wrapped drumstick, trying to just see if I could just tell where my prostate was.