So why not just keep going?

Same friend a couple weeks later. We decided to drink some beers and hang out at my house while my parents were away. Suffice to say I think we both knew where the night was going we just needed some liquid courage to get there.
After playing basketball and drinking beer we decided to take showers, separately oddly enough. So we go upstairs to my room and we're both already in our underwear, a little tipsy and goofing around. Almost as if in a "modern" porn script we started wrestling. (This was all pre-PornHub btw). Now this was about the time that everyone wore those silly CK underwear, so he's wearing the boxers and I was wearing the little boy briefs with the high hips. He was a lot taller than me and way stronger so it didn't take long and I was on my stomach with him on top of me and my little briefs pulled to the side from wrestling. We're both laughing and he started slapping my butt cheeks telling me how hairless I was. I could feel his hard on every time he would lean over and call me "hair free"! Finally, I do a little slip move and turn over but I'm still pinned. I managed to grab his boxers with what little arm mobility I had and when I pulled out popped his hard cock! I just looked at it and while I was he reached back and pulled my underwear down and, same thing "boing!!" But this time it landed right in his crack. Both of us were that shaking nervous but he leaned forward and when he did his balls were right in front of me so I opened my mouth and just let one drop in. He moved back and pushed his cock down to my mouth and I nervously put my mouth around it and started doing what I'd seen female porn (on VHS I might add) do. He lifted up so I wasn't so restricted and when he did I put my hand around the base of his cock and strayed to stroke and suck. After a couple minutes, and a little taste of cum, he backed away and told me I had to stop before he came. I was hard as a rock and just drenched with sweat! I went to get into a little chair I had in my room and as I did he turned me around, leaned me over and slipped his tongue onto my butthole. I had never felt anything like it so I immediately felt like I was going to cum! Following his lead I asked him to stop so I wouldn't cum. We laughed and compared cocks and talked about watching porn to jerk off. So out pops my trusty VHS stash and throw in some porn. "Here try this! It makes it so much better!", he said. And he proceeded to grab a little bottle of lube and squirted it on his hand and mine. He was right! It did feel better! So as we laid there stroking, watching each other and anal scene came on the screen. So we're clearly both intrigued, laying sideways end to end on my bed watching this anal scene unfold. Suddenly, I felt his fingers touching my butthole putting lube on it and then it rather abruptly slipped into my butt. I jumped a bit but after the initial shock I was getting relaxed quickly. So I decided to just do what the girl on screen did. I got up straddle on top of him and tried to aim my hole onto his cock. It took a bit tbh, but after an introductory period his head slipped in. Then after another pause, I eased down onto him and heard him start to moan. While I had been following the action of the porn there was no way I was going to get slammed that hard, so I went slow, little deeper each time. He moaned louder and louder and me being interested I decided to slip my finger into his butthole. Without any warning he came inside of me. It felt so bizarre but really hot! While I was still buzzing from that he pulled me off him slipped me up and sucked my cock so aggressively that I came in his mouth. Meanwhile I was gushing his cum from my ass onto his chest and stomach. Another shower was required!