First time was raw with my best friend in 1997. We'd grown up together since kindergarten and started jacking off and experimenting when we were about 11. Innocent stuff at first. Then we started sucking each other shortly after we starting making cum. He was more adventurous, I guess, than I was. But he also had internet at his house and I didn't so he had more opportunity to find porn and, therefore, "ideas" for us to try. When we were 15, we were hanging out in his room watching porn and 69-ing when he said he wanted to try something. We'd sort of danced around the idea of "fucking" but this day he brought it up and I had been thinking about it a lot (obviously...i was a teenager! haha) Anyway, we had sort of a general idea about it (this was in Idaho, in the 90s, and we were underage. there were zero sex shops or gay culture or anything). So I knew I wanted to try bottoming and he wanted to try topping so that part was easy to decide. We fumbled a bit with figuring out the lube situation and, VOILA! His raw cock slowly worked its way into my virgin hole! We'd had sex ed (if you could call it that, in mormon-ville nowhere, Idaho) in school. But we didn't even talk about using condoms. Which, in hindsight is kind of funny because we'd actually bought some months earlier to see what they felt like when worn and to jack off into them. But anyway, we both came pretty quick since it was both our first time, but since we were 15 we recovered pretty fast and went a second time, daring each other to try and hold out longer. Anyway, until we each moved away for college, we fucked bareback every chance we got, which was a lot. We lost touch after that, but yep, first time was raw. In fact, most times since have been raw, too. Condoms just have never been something I enjoy. I need to feel the raw cock and getting my hole juiced up is the best feeling.