What They're Buying: Boys' Collection Barbour International Jacket, $279
When you were six, you did not have this much swag. Seriously, he was already rocking selvedge denim right after he learned to walk. That Barbour jacket it took you three months to save up for? He just got it for not wetting the bed for a week. Even his desert boot and Nike game is fresher than yours! And the truth is, even if you have the man-sized versions of the stuff in his closet, he'll still look better in it because miniaturized anything becomes that much more adorable.