A real go-getter from January 9, 1998…

Dear Breakup Girl,
I really like this guy — should I ask him out? Or should I wait until he does?
–Confused

Dear Confused,
There’s something to be said for waiting. Not because I think we should go back to the time when girls didn’t ask guys out, there were no women in Congress, etc. But because it’s fun to get asked out! It’s flattering! It’s thrilling! (Unless your suitor is that weird boy who wears shorts year-round, even in winter. You know the one.) And, more often than not, it’s useful — when he makes the first move, your preliminary guesswork is over: you know he’s interested, or at least “curious” (my term for one notch below “interested”).

But the same goes both ways. If you really want to be all you -go-girl about it, well then, you go, girl. Ask him out. Once. If he’s busy (or “busy”), you’ve at least made your point. Ball’s in his court now. You don’t have time to chase or flatter. You’ve got to work on that bid for Congress.
Love,
Breakup Girl