5. Patti Smith
Occupation: Singer/Songwriter, Poet, Visual Artist
Patti Smith is one of my favorite artists ever! Nicknamed the "Godmother of Punk", her style has consistently included simple and oversized masculine silhouettes. It may appear that she is apathetic towards fashion, but Patti actually has a discerning eye when it comes to her wardrobe. She pays attention to detail and mostly wears items from the revered designer Ann Demeulemeester, a good friend of hers whom she's collaborated with. Patti spent her entire career wearing men's shirts and trousers without a trace of makeup which is refreshing to see, especially when reality stars are setting bad trends of lycra dresses, caked on makeup, obscene earrings and platform heels. Patti is a fearless woman with an unmistakable style and comfortable in her own skin — I can't think of anything more stylish than that!