|This is how prepping for it went, LOL|
There was the prepping before the date first. This took a considerable amount of thought: looking casual enough like I wasn't trying too hard, but not too casual that I wasn't trying hard enough. My sister helped me pick out an outfit and she also did my makeup. She went all out, adding bronzer and eyeliner (as well as a few other things, I'm sure, but I didn't keep track). She also straightened my hair in addition to blow-drying it.
Then there was finally the date itself. We decided to meet at my local pizzeria. This wasn't too bad for me, only five minutes away, but half an hour for him. Still, he graciously traveled the distance. He also graciously decided to pay the tab for the two of us (what a gentleman!). We were both really nervous, so that left a lot of awkward tension. It would have been nice to walk around town afterwards, but unfortunately it was raining (I hope that wasn't a bad sign or anything!).
He came up with the really good idea of making it a double date. I was a little worried that might take the charm out of it, but it actually really helped. His friends had been dating for a year, so they were more comfortable around each other. They really helped stimulate conversation and his guy friend was really funny. His friends came by a half an hour later, so we were by ourselves for a little while. I think it gave us the best of both worlds, which was nice for the first time.
His friend's girlfriend ended up taking me home, with him trailing behind me. Of course, my family was bummed out that they couldn't meet him (or that we didn't have this romantic, movie-like kiss before he dropped me off). I don't want to scare him off, though.
It's nice to take it slow. I don't want to rush things or make this even harder. Maybe the next date can be with just the two of us, but I think the double date helped. Maybe we can take it further later.
I hope there's more of them in the future. Of course, there's going to be other challenges along the road if we do: meeting each other's families, getting to know each other, etc. For now, though, it's good as it is.