Urban Adventurer
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The clothes

Pinstripe pants and a crew-neck print sweater mix it up for an electic approach to nighttime dressing. Orthodox brown moleskin coat, $650, at Alpha. Black merino wool sweater with logo print, $580, and wool pants, $535, at Gucci, Beverly Hills. (Anthony Mandler)
This James Dean-inspired look pairs a sleek baseball-style jacket with a simple T and jeans. Y-3 black leather jacket, $1,115, at www.y-3.com. Nice Collective T-shirt, $130 at Fred Segal Man, Santa Monica. Tsubi black jeans with button fly, $220, at Barneys New York. (Anthony Mandler)
Add verve to your look with a black leather motorcycle vest paired with a simple T-shirt. Vest, $1,295, at John Varvatos, West Hollywood, and Y-3 white-and-black layered T-shirt, $180, at Greyone, Pasadena. (Anthony Mandler)