Don't: Be His Mother
You know that 10-year-old boy in the department store being dragged into the dressing room by a woman stage-whispering, "I don't care if you don't like it you're going to wear it because I said so"?
Don't be her. If you issue orders and tell him what a man is supposed to wear, the 10-year-old boy that grew up to be your man is probably going to turn on his heels and go out for a long drive wearing whatever he darn well wants to wear because, while he's not a child, parentlike behavior tends to provoke a childish, defensive response. Kind of like the one you might give when he asks what makes your new pair of black heels different from the other seven pairs of black heels in your closet, and do you really need those.
Instead, be exactly who you are…