Ha, this is like the corporate version of "don't talk to the police." I've been in awkward situations where a pretty female colleague was annoyed by my dry professional attitude despite her making obvious signs, so she approached me and said point blank that I should take her somewhere on a weekend. The awkward part was that I had to maneuver from that situation out, because you know, the risk profile of that weekend trip would be strongly not in my favor in the long run.