The King of Fashion --- He will be going through life commenting on fashion as He sees it. He comes here with no formal training in the matter, but He still does not think that makes him unqualified for the position.
He isn't just saying its awkward because its a guy in dress shoes, tights, and holding a woman's bag. It's awkward because why would anyone wear two toned tights? Not that men should be wearing tights to begin with but, that's a discussion for another time. And dude, eat some food, or get some fat implants in those chicken legs.