This may just boil down to semantics, but I would call the hypothetical "confident man" you are talking about a confident, socially skilled man. My "confident

This may just boil down to semantics, but I would call the hypothetical "confident man" you are talking about a confident, socially skilled man. My "confident creep" has inner confidence in his abilities (he might even think of himself as a god among men), but he cannot correctly project his confidence (though in his mind, he is projecting it correctly). He can drop any empathy and ask such a question without being nervous, but his style, dress, conversation, etc. are so awkward, it fails. Point being: Confidence is not the only thing that matters. You actually need social skills.