aaah - I had that as my guideline for a while - and let's say I certainly regret some things I did... If you're somewhat the reckless type, you'd better have a bad memory.

Joking aside, I think Tuckervill put it beautifully. You have to be true to yourself and the relationship that's already there. I'd say skip all the careful flirtation if you're actually kinda sick of it. If you can be honest and straightforward without seeming desperate I'd say your chances are good of both getting an honest answer and keeping him as a friend. You want to tell him you're interested, but also that you're not going to shrivel up and die if he says no.

But it would help if you were somewhere conducive to this kind of conversation. And yes - some of us put this a lot better in, uh, body language than in words.

Scary stuff, this. But hey - it's what makes the world go round, right?