CBS+ David Letterman's Greatest Musical Guests April 28, 2015 / 9:00 AM PDT / CBS News Letterman's Greatest Musical Guests - Ray Charles Letterman's Greatest Musical Guests - David Bowie Letterman's Greatest Musical Guests - The cast of RENT Letterman's Greatest Musical Guests - Prince Letterman's Greatest Musical Guests - Tina Turner Letterman's Greatest Musical Guests - Dave Matthews Band Letterman's Greatest Musical Guests - Bruce Springsteen and the E Street Band Letterman's Greatest Musical Guests - Simon & Garfunkel Letterman's Greatest Musical Guests - The Beastie Boys Letterman's Greatest Musical Guests - Gwen Stefani Letterman's Greatest Musical Guests - Madonna Letterman's Greatest Musical Guests - Pearl Jam Letterman's Greatest Musical Guests - Christina Aguilera U2 U2 performs during a Monday taping of the Late Show with David Letterman. (from left) The Edge, Larry Mullen Jr., Bono, and Adam Clayton performed March 2 through March 6, 2009 on the LATE SHOW, the first time a band has ever performed five consecutive nights on the CBS late night broadcast. This photo is provided by CBS from the Late Show with David Letterman photo archive. Photo: Jeffrey R. Staab/CBS ©2009 CBS Broadcasting Inc. All Rights Reserved Letterman's Greatest Musical Guests - Paul McCartney Letterman's Greatest Musical Guests - Brooks & Dunn and Reba McEntire Letterman's Greatest Musical Guests - EMINEM and JAY-Z Letterman's Greatest Musical Guests - Elvis Costello Letterman's Greatest Musical Guests - Darlene Love Letterman's Greatest Musical Guests - Lady Gaga Letterman's Greatest Musical Guests - Cher Letterman's Greatest Musical Guests - The Flaming Lips with Sean Lennon Letterman's Greatest Musical Guests - The Black Keys Letterman's Greatest Musical Guests - The Foo Fighers Letterman's Greatest Musical Guests - Taylor Swift