Update:
So, it's been a week since my last dilemma. I wound up taking 36DD's advice, ironically.
As I said before, I'm rather shy, and a pretty old-fashioned respectful guy, so I saw no reason why I shouldn't just take the ride and be there for her when she needs me. She's called me everyday and gotten more and more excited about seeing me. She's shown me her house, she's been to mine a few times and commented on how much fun she's been having with me. This doesn't really mean anything more than a good friendship necc., but I thought I'd point out that she's been very touchy-feely, and generally plans her nights around time with me. On top of all this, she's started text messaging me, and even drops pretty obvious flirts. I'm head over heels for her, and the excitement has motivated me to start getting in shape again and taking my medication. Even if it doesn't go further, I'd say all is well.
Thanks 36DD, I owe you an apology.