This documentary delves into the life and career of Orry-Kelly, one of Hollywood's most prolific costume designers, who worked on over 280 films during the Golden Age of cinema. Directed by Gillian Armstrong, the film highlights Orry-Kelly's collaborations with stars like Marilyn Monroe, Bette Davis, and Humphrey Bogart, and his designs that earned him three Academy Awards for An American in Paris, Les Girls, and Some Like It Hot. Combining archival footage, stylized reenactments, and interviews with Hollywood insiders, the documentary shines a spotlight on Orry-Kelly's remarkable but often overlooked contributions to film and fashion history, celebrating his bold artistry and unapologetic approach to life.