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.
Here is the different between you and He. While you think He is going to sit back and rip this chick apart, you are totally wrong. She is not in heels, and seems like she is a hot mess, but there is something you need to understand about NYC sometimes, this is it. We have people of all kind, and while He would like to see everyone in 6" heels all the time, the people in the know, hipsters, and chicks like this, probably a hipster, cannot be controlled or contained. Heels or not, on a good night, odds are this chick will runs circles around people.