That's certainly something to think about.
I suppose that some of my trepidation comes from fear of rejection - which is something I should certainly be accustomed to by now.
But mainly, I just don't want to screw up a good thing (existing friendship) by trying for something more.
It's just all about finding the right time, and saying the right things.
...And not calling my chapstick lip gloss. Of course, if I had flavored chapstick ("oooh, vanilla") it wouldn't matter what the fuck I call it.