Having sex, anyway. Like most young queer men, I'd given my share of blowjobs to guys (both older and younger) in my teens, but I didn't "do the deed" until I was 20. It was a guy I'd met online. We'd chatted a few times and traded pictures (this was before the days of Grindr), and decided to meet up. He was in college in the next town over, about 20 miles away. I actually stopped at a gas station to buy a condom.

It was good, but we were both young and awkward. He definitely had more experience than I did, but he wasn't exactly an old pro either. The easiest part of the whole ordeal was bottoming for the first time, as I'd been including anal stimulation for almost as long as I'd been masturbating. It really didn't take long for me to figure out that I liked having a cock up my ass.

The top in the image is nothing like the guy who fucked me. He was very much a twink, but good luck getting an image generator to include a twink top. Which is unfortunate, because it's still my type. At any rate, this image isn't completely unlike what that first time was like for me, so I hope you enjoy.