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Bill Cunningham is a fashion photographer, but unlike most in his profession, he rarely spends a day in a photo studio. Cunningham's work has been a long-time fixture in The New York Times; in his "Evening Hours" column, he presents pictures he's snapped of the wealthy and influential and what they're wearing to social events, while "On the Street" documents bold and individual looks worn by everyday people on the sidewalks of New York City. Cunningham captures the glamorous lives of others and has been hailed as one of the most important men in New York fashion, yet he prefers to live a simple life -- he rides a bicycle around town, makes his home in a modest apartment, has his film processed at a corner store, and keeps his personal life to himself. Filmmaker Richard Press offers a look into the life and art of this influential and enigmatic figure in the documentary Bill Cunningham New York, which follows him as he works and tries to reveal what makes this unique artist tick. Bill Cunningham New York was an official selection at the 2010 Silverdocs Documentary Film Festival.