Ashley Judd, Ben Harper

Late Show with David Letterman – Season 11

Mailbag: Steph/Monty/Smitty is dressed up as Dale Earnhardt, Jr., while "Senator John Kerry" (Gerard) brags about the perks of being married to the heir of a ketchup empire. Also, a Mongolian throat chanter performs on "Is This Anything?" but nobody seems all that impressed.