1) wearing an article of clothing incongruent with one's social status. 2) wearing an article of clothing inappropriate to one's environment, esp. informal attire in a formal environment.
1) a CEO wearing flip-flops. 2) wearing pajamas to court.
“Sorry, but my Prada's at the cleaners along with my hoodie and my fuck you flip-flops, you pretentious douchebag.” (The Social Network.)