When Men are inexperienced with the female mind, Woman will ask “Should I wear this dress or that dress”, and the young Man will answer “That one.” Because she looks beautiful no matter what She wears. This is wrong, because Woman will then say “What’s wrong with this one. Don’t you like me in this one, are you saying it makes me look fat?”
As he ages He will learn the ways of a woman’s mind, and will confidently say “Which do you like?” This is wrong, because Woman will say “Why can’t you ever make a decision. Why don’t you take an interest in what I look like?”
Then as he grows older, Man becomes wily, and He answers “What shoes/jacket/bag are you going to be wearing/taking.” And this is the right answer, because She thinks He is showing interest.
After some years Woman begins to suspect. And then the Man becomes wise, and when She asks “Should I wear this dress or that dress” Man knows to say “You’ve worn both of those so many times. I will buy you a new dress. And shoes. And jacket.” And he may be poorer, but at least he gets a few months peace and quiet this way.