Why or why not?
I've had some experiences/problems with this. In the past it's become a point of contention; for some reason while men can debate or banter with men (I used to have a lot of male friends in the past so I've seen this in action) but it's different if you're saying it to a girl. Sometimes yes, sometimes no, a lot of it depends on how the other person sees you. Anyhow, my attempts to debate or banter are often seen as aggressive, when in fact I'm simply entertaining myself and desperately hoping that they can respond in some way.
I also was interested once in a guy who had some control issues. It was less a problem that he was trying to control situations than that he knew that I knew what he was doing.
Just some things I've noticed. I'd love to hear your thoughts. No flames please, let's keep this a serious discussion. If you don't like what I'm saying, I'm sorry, but please don't post on this thread.