Well, thanks for all the advice yall! Took a lot of it to heart, and found this whole thread very helpful.
I started chatting with him about 45 minutes before we were going to stop for lunch. That gave a natural exit and end to the conversation.
It honestly went really really well. Wasn't awkward at all, truly. He was engaged and attentive, and asked a few questions about the biology. I think I caught him at the perfect time. He is in middle school and hears a few things, but by his questions it was clear he didn't really know anything yet.
We talked about openness, and that communicating is the most important thing. We talked about physical, mental, and emotional changes he will be experiencing. He seemed very comfortable with those things, and the changes he has already started seeing. We talked about emotions, and healthy ways to get those out (vs unhealthy ones).
I was planning on making the actually physical act a part 2, but he asked- so we hit the high notes of procreating. Will go though it again later. We talked about responsibly of raising a kid, vs and animal parent. We talked about how that's one of the reasons God designed families, to provide the stability, love, and guarding kids need to grow healthy and strong. And how if you aren't ready to provide that, you shouldn't be doing the things that lead to kids. That's why Scripture instructs us to wait. I didn't want to just use scare tactics, or "don't do it because God said no!" I want him to understand the reasoning. I think we took good steps toward that.
We concluded with talking about why it's important for him to talk with me and mom about stuff. I said you wouldn't go to your friends with financial advice, because they've never had any money. So, trust someone that has been doing this for a couple decades, not a bunch of people at your same stage just making crap up. That really clicked with him. We talked briefly about the realities of the Internet & porn. I think it was at a healthy level, and we will get into more next time.
We talked at as deep of a level as he wanted, laughed, got real, and bonded. There is a clear and open line of communication moving forward, and he knows we are on his side and looking out for him. It wasn't awkward in the least. We prayed together, which was really nice. I call that a success.
Thanks again for all the help!