42 MM Denim Flag Bear Watch

Ralph Lauren's denim heritage draws on his love for the authenticity of well-worn workshirts and utility jackets. "They seemed to have already lived—they had a history, a truth about them," Mr. Lauren has said. On this limited-edition watch, the Polo Bear wears a denim jacket with jeans and the Polo flag sweater—a look inspired by the now-iconic 1989 photograph of Mr. Lauren that was taken at his Double RL ranch in Colorado, and later used in an advertising campaign for Polo Ralph Lauren denim.