John was at the Depot on trading business and then went to talk to Nat at the Lobby.

Before he knows it, he finds himself in the middle of a very bad Lana Del Rey song (Did You Know There's a Party at Whitney Depot, When the Horde Was Coming We Kept Partying, or (How Can I Party When) I Learned How to Make Conversation From the Movies). He is not dressed to impress, just in his ordinary, dark-colored clothing, including a Carhartt jacket. He's mortified to find he is dressed like the characters in Supernatural and never quite recovers his already-frail mojo after that.