Part I: John Mayer reveals if he plans to settle down and Dan Rather dishes on his scariest interview.
Part II: Dan Rather and Andy reminisce about working together at CBS and John Mayer discusses the inspiration for his new album.
Dan Rather names his pick for worst U.S. President during 'Plead the Fifth.'
John Mayer shares his love for Ryan Gosling during 'Plead the Fifth.'
John Mayer offers inspiration for would-be hat wearers everywhere.
Dan Rather sounds off on Barack Obama, Dolly Parton, Bob Marley, and many more in a riveting game of word association.