9. Bill Cunningham, 83
Bill Cunningham has been photographing the most stylish New Yorkers since 1978, so yes, he knows about style. And while he may be the last person on Earth to boast about his steez, his signature blue jacket, which is worn by Parisian street cleaners, has become as well-known as his work for the New York Times. There is much to be said about a simple wardrobe that becomes your own personal uniform.