New York City, NY
I ran into this chap twice within a week, (this time he was on his for a weekend getaway) I must say this is Urban Cool - Simple, Fly, Unrestricted, Unpretentious,
"To catch a person once, is to catch them going some place... to catch them multiple times, is to catch a lifestyle."
Who said you can't wear a blazer when it's 90+ degrees?!