Jay Leno asks the question: what makes a car a cult classic? Charlie Sheen attempts to answer that with the outrageous Chrysler Turbo Interceptor he drove the cult film The Wraith.

Jay and actor Tim Allen debate which vehicles are the most iconic; singer Keith Urban shows off his Pagani, while actor Brad Garrett shows off his Aston Martin; racecar driver Willie T. Ribbs tells stories about his Cadillac.