After a few more minutes of head, it was time. He was prepared, and grabbed a condom from his nightstand (no bareback for random hookups), gently tossing it my way. I ripped it open and put it on him, giving him a few strokes as I did. Based on our initial conversations I knew exactly how he wanted it - so I assumed my position on all fours while he grabbed the lube. What I wasn't entirely expecting was him burying his face in my ass, not that I minded in the least bit. I basically melted into putty as his tongue worked my hole. I was rock hard in my jock and I made little attempt to keep my noise down (I'm a big moaner).
He soon took his tongue out of me and replaced it with a gentle finger. He began to apply the lube, slowly rolling his fingers over my hole before gently slipping one inside of me. It didn't take him much longer to saddle himself behind me. He slide his dick back and forth against me, continuing to build the anticipation. But within seconds of him starting that, I felt the head of his cock push against my hole and quickly slip inside me. He grabbed my hips and slowly started pumping in and out, but his pace quickly increased. It took just a minute for him to be completely buried inside of me, and I could not have been happier in that moment. I reached back to feel my own cock through the jock, trying my best to rub it through the poundings.
After a bit he pulled out, telling me to get on my back. I follow orders pretty well (see my previous story), so I turned over as I was told. He took my legs and propped them on his shoulders before quickly slipping back inside of me - and now i REALLY felt him in me. He pounded me pretty good - occasionally stopping to bend down and make out for a few seconds at a time. When he told me he was close, I gave him two options: finish in my ass (with the condom, of course) or peel it off and empty everything in my mouth. He didn't hesitate for a single second, as he slipped his dick out of me, ripped the condom off, and straddled my face. He began to jerk himself off furiously - and I leaned up and took the head of his cock in my mouth. It didn't take him long at all to unload, and I was able to swallow every spurt.
When he regained his composure, he leaned down and kiss me hard. I then felt his hand on my cock, rubbing it through the jock. Apparently, he wasn't done, and I wasn't going to say no. He slipped my jock off and began sucking me off. I'm not a one-minute man, but I did not last very long. I exploded in his mouth - and I have to believe it was a lot. After he swallowed, he again came back to me and kissed me hard. After a few minutes of recovery, we both got dressed, he kissed me goodbye, and I left.
I haven't seen him since (this was in mid-April), but we've spoken a few times. He's definitely someone I'd see again. But if not - the world is officially safe enough to start fucking again - if you're vaccinated, of course.