NT or ND so many people are so odd about flirting. I would guess he may have been testing the waters, trying to see if you think he's attractive. He may have just been trying to talk with you but didn't really know how to do it or go about it.
Jake6238 wrote:
Even if he didn't actually take his shirt off surely it's inappropriate to joke about taking shirts off in the office?
Not so much in the USA. To joke or flirt about such in a somewhat private conversation at work isn't odd. (I've heard about some really inappropriate things that happen in the work place that seems rather common) If he'd said SHE could take her shirt off or didn't drop it after she said she was confused, that would have been inappropriate.
Though if caThar4G had been really uncomfortable she entirely would have had and does have the right to tell him or anyone else that she felt the conversation was inappropriate. It's one of those things where it's her call to make IMO
_________________
"Inside the heart of each and every one of us there is a longing to be understood by someone who really cares. When a person is understood, he or she can put up with almost anything in the world."