This happened a few years ago, but it's a memory that I keep going back to after all these years.

I must have been 23 at this point. I was browsing around on a certain dating/hookup app anonymously. I was much earlier on in my transition, and I was a bit nervous about showing myself initially to people that I was talking with. A guy nearby shot me a pretty simple message. It was a quick hello, followed by a dick pic. We chatted for a little bit, and he seemed pretty reasonable. Didn't really push me on much, so I didn't push back on anything either. From his description sounded really handsome. Tall (about 7 inches taller than me) and in pretty good shape. I figured he sounded cute enough, and because I was horny I just wanted him to come over.

He got my addressed, and when he knocked on my door I opened up. Standing in front of me was a man who must have been 65 years old. At least. I had to check myself initially from betraying any sort of shock or surprise. After my first initial look, I shrugged my shoulders. He'd come this far, maybe I can invite him in and we can go from there. I let him inside, and we initially begin by him giving me a foot massage on the couch. I'd mentioned that I enjoyed when people did that while chatting, and he got right to it. Before long, I'd felt myself relax and... begin to enjoy his company quite a bit. He didn't say much, but the way he used his hands slowly up my legs had me beginning to melt admittedly more than I expected I would. Before long, I could feel him getting hard in his pants, and I dutifully dropped to my knees between his legs on the floor while he took his cock out.

I sucked his cock, swirling my tongue around his tip and licking up and down his shaft. I bobbed my head, watching him involuntarily rock his head back against the wall. I could feel my legs begin to shake as I heard him groan and feel his hips start to thrust up into me involuntarily. We hadn't really agreed to get up to any fucking, but after a few minutes on my knees in front of him I just threw caution to the wind and asked him if he wanted to fuck me.

Of course, he said yes, and I took his hand and led him to the bedroom. There he undressed me, laid me down on my bed, and got his cock completely covered in lube before inserting inside me. Maybe it's an older guy thing, but he lasted for a while. He stood at the edge of the bed, my body laid out with my hips over the edge. After a while, I asked him if he'd let me ride him. He quickly said yes, and as he laid down I sat on top of him, facing away and riding reverse as I lowered myself onto him.

Wouldn't you know it, after just a few seconds of bouncing up and down on his cock, he told me he was going to cum. I quickly jumped off of him, crawling onto the floor as he stood up and shot onto my face. He managed to get a few drops out, which I helped clean off with my tongue.

Unfortunately, we never met or hooked up again. I never got his phone number. If you're still out there, and this sounds familiar, please go ahead and slide in!