Jay takes a motorcycle road trip with rock legend Anthony Kiedis, learns how to drive like James Bond with stuntman Ben Collins, and cruises through the Hollywood Hills with his own personal icon, jazzman Herbie Hancock.

Jay explores the deep emotional bond people have with cars. He meets one of Joe Biden's great loves, a '67 Corvette; sets up a race between the Vice President and Colin Powell; rides with Bill Goldberg; and goes camping Gabriel Iglesias.