Jean-Michel Basquiat, 1986. Photograph: Dmitri Kasterine Photograph: Dmitri Kasterine/Smithsonian National Portrait GalleryDebbie Harry, 1978. Photograph: Robert MapplethorpePhotograph: Robert Mapplethorpe/Smithsonian National Portrait GalleryFrank Sinatra, 1956. Photograph: Herman LeonardPhotograph: Herman Leonard/Smithsonian National Portrait GalleryTony Hawk, 1999. Photograph: Martin SchoellerPhotograph: Martin Schoeller/Smithsonian National Portrait GalleryBillie Holiday, 1951. Photograph: Bob WillougbyPhotograph: Bob Willougby/Smithsonian National Portrait GalleryMiles Davis, 1955. Photograph: Aram AvakianPhotograph: Aram Avakian/Smithsonian National Portrait GalleryJames Dean, 1954. Photograph: Roy SchattPhotograph: Roy Schatt/Smithsonian National Portrait GalleryLauren Bacall, 1949. Photograph: Alfred EisenstaedtPhotograph: Alfred Eisenstaedt/Smithsonian National Portrait GalleryWalt Whitman, 1854-55. Photograph: Samuel HollyerPhotograph: Samuel Hollyer/Smithsonian National Portrait GalleryMadonna, 1983. Photograph: Kate SimonPhotograph: Kate Simon/Smithsonian National Portrait GalleryElvis Presley, 1956. Photograph: Roger MarshutzPhotograph: Roger Marshutz/Smithsonian National Portrait Gallery