Bill Cunningham is a fashion fixture — and the cutest photographer we know. With his documentary, aptly titled Bill Cunningham New York, released earlier this year, Bill and his signature blue jacket are high on the pop culture radar, and for good reason. He's been capturing street style for the New York Times since the '70s. We think this would make for a totally unique, ultracomfortable, and ultimately functional costume (everyone will want you to take their pic!). Want to be Bill? Click the links to shop.
Shop the look: Old Navy Khakis ($25), Lomography Camera ($48), Need Supply Blazer ($32)