Originally Posted by
cancankant
What's her relationship status say? Or is there one? No status could mean a lot of things.
She may just be busy or not necessarily as interested in keeping up with you as you are with her, newly single and not ready to date, or she could be in a relationship or even just dating someone without having made it "official". If you've had a thing for her for years, my thought is she might very well know this. Or she could be totally in the dark as well.
You could always try the completely upfront approach of, "I'd love to get together for coffee (or lunch or whatever) with you to catch up sometime." I don't suggest "a drink" as the first icebreaker thing, unless SHE suggests it, since this could leave the wrong impression. Also, don't ask about something in the evening, unless SHE suggests it. Make it a casual thing in the early stages.
If you don't want to push it too hard, just try to comment on her status from time or time (do NOT bombard her with comments...this will seem creepy). If you know of a school reunion event or homecoming or something of this nature, that would also give you an excuse to contact her.