The facial expression and body language you caught in this photo express a jaunty, self-confident demeanor which I suppose is a necessary prerequisite to walking the streets dressed in such a "creative" way.
Everything works in this portrait. His awkward lean, his surprised look, and his constrained, hands-in-pocket body language, juxtapose beautifully with the absurd hat and the screaming colors of the socks and shoes. Even the cross-bones on his shirt are incongruous. He can't make up his mind whether he wants to be photographed by you, or not. You caught him exactly in between thoughts.