So I finally have an update about Facebook message guy.
I went out a couple of weeks ago, and got pretty drunk. I ended up running into him outside a mexican food place at the end of the night. My friend who was with me tried to pull me away so that we wouldn't run into each other but we still ended up doing so. He sort of looked at me and I at him but neither acknowledged the other. I texted him from my non-Google Voice number (which he didn't have). The next morning he responded with a "who is this?" and that was the ice breaker.
He said he hadn't responded to any of my messages because he didn't know what to say after our last convo. He told me he'd like to be my friend but he wasn't ready to be anything more with anyone.
We had a few text conversations the next week, then on Friday, he was opening a play on the Chicago Fringe fest, which he cowrote and stars in; so I went with a coworker. He seemed pretty happy to see me and we talked for a bit before and after the play. Today I had a nice pizza lunch with him, it hasn't been awkward or anything.
I don't know if it's wishful thinking but I've noticed he does still look at me like he did before, but another curious thing he's doing is in his texts he's using a lot of friend-terminology: buddy, dude, my friend and so forth. I don't quite know what to make of it. For now I'm just glad that we're back in speaking terms and we'll see where things go. Not holding my breath but hopefully my next update is a great one!