[Fbtak]

Depends on whether she's married. If she is not, I would be more aggressive. Ask her out for mid-day kopi or lunch. Basically, just treat it like you are chasing after any girl. Whether she is 40 50 or 60 does not matter. Slowly get to know her and take it from there.

If she's married, and together with the fact that you are colleagues, I say not worth. Just enjoy her downblouse can liao. If she's really interested, then let her come to you. But safer not to make the first move.