In October 2006, Supreme Court Justice Sandra Day O'Connor participated twice for sittings in front of 25 artists. This documentary examines the collection of resulting illustrations. There are also clips from the unveiling of the paintings at the National Portrait Gallery. Includes comments by photographer David Hume Kennerly and artists Aaron Shikler, David Levine, Pamela Talese and Gil Eisner. Directed by Neil Leifer.