Keith Richards as Himself (4 episodes, 2003-2010)
Steve Martin as Himself (5 episodes, 1993-2012)
Harry Belafonte as Himself (4 episodes, 1996-2007)
Peter Bogdanovich as Himself (5 episodes, 1998-2007)
Steven Spielberg as Himself (4 episodes, 1990-2008)
Martin Scorsese as Himself (9 episodes, 1990-2011)
Lee Grant as Herself (6 episodes, 1990-2007)
Tony Bennett as Himself (6 episodes, 1989-2007)
Fred Astaire as Himself (archive footage) (8 episodes, 1987-2014)

Ginger Rogers as Herself / ... (archive footage) (5 episodes, 1987-2008)
Joanne Woodward as Herself (4 episodes, 1989-2003)
Bob Hope as Himself (5 episodes, 1990-2014)
John F. Kennedy as Himself (archive footage) (5 episodes, 1997-2012)
Dick Cavett as Himself (6 episodes, 2000-2015)
Jeanine Basinger as Herself (4 episodes, 2000-2008)
David Thomson as Himself (4 episodes, 1998-2008)
Richard Schickel as Himself (4 episodes, 1998-2006)
Ella Fitzgerald as Herself (archive footage) (6 episodes, 1993-2014)