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Season
- Season 1 1993-08-30
- Season 2 1994-08-29
- Season 3 1995-09-04
- Season 4 1996-09-02
- Season 5 1997-09-01
- Season 6 1998-08-31
- Season 7 1999-09-07
- Season 8 2000-08-21
- Season 9 2001-08-20
- Season 10 2002-09-03
- Season 11 2003-09-01
- Season 12 2004-08-23
- Season 13 2005-08-29
- Season 14 2006-08-28
- Season 15 2007-09-04
- Season 16 2008-09-02
- Season 17 2009-08-31
- Season 18 2011-01-03
- Season 19 2012-01-03
- Season 20 2013-01-02
- Season 21 2014-01-06
- Season 22 2014-09-02
Season 22 Episode
- Season 11 Al Franken, Grant Paulsen
- Season 11 Craig Kilborn, Dave Salmoni, Kings of Leon
- Season 11 Gen. Tommy Franks, Rodney Crowell
- Season 11 Nicolas Cage, Alton Brown
- Season 11 Whoopi Goldberg, Vic Henley, Ima Robot
- Season 11 Andy Roddick, Jack Black, Warren Zevon*
- Season 11 Salma Hayek, Chris Elliott
- Season 11 Sharon Stone, The Raveonettes
- Season 11 Regis Philbin, Seal
- Season 11 Cuba Gooding Jr., Simon & Garfunkel
- Season 11 Dr. Phil, David Bowie
- Season 11 Ben Stiller, Elvis Costello
- Season 11 The Rock, Lynne Cheney
- Season 11 Colin Powell, Jennifer Garner
- Season 11 Joe Pantaliano, Kevin Nealon, Outkast
- Season 11 Denzel Washington, New York Philharmonic
- Season 11 Tom Cavanagh, Ray Wald, Dido
- Season 11 Tim Robbins, Sting
- Season 11 Stupid Human Tricks, Lisa Kudrow, R.E.M.
- Season 11 Robin Williams, Summerwind Skippers
- Season 11 Jessica Simpson, Rufus Wainwright
- Season 11 Uma Thurman, Ricky Gervais, Renee Fleming
- Season 11 Amy Sedaris, Tom Dreesen, Anthony Hamilton
- Season 11 George Clooney, Merle Haggard
- Season 11 Charlie Sheen, John Mayer
- Season 11 Halle Berry, Lance Armstrong
- Season 11 John Cusack, Scott Dixon, Hot Hot Heat
- Season 11 Katie Holmes, Brian Greene, Jonny Lang
- Season 11 Dustin Hoffman, Jamie Oliver
- Season 11 Darrell Hammond, Radiohead
- Season 11 Kiefer Sutherland, Emmylou Harris
- Season 11 Courteney Cox, Doris Roberts
- Season 11 Keanu Reeves, Sue Johanson
- Season 11 Eric McCormack, Dante Hall
- Season 11 Pamela Anderson, Amanda Lollar, Bubba Sparxx
- Season 11 Ashley Judd, Richard Belzer, Sarah McLachlan
- Season 11 Regis Philbin, Amy Brenneman
- Season 11 Will Ferrell, Jack McKeon, Lyle Lovett
- Season 11 Howard Stern, Iggy Pop with Sum 41
- Season 11 Lauren Graham, Paul Tracey, Wyclef Jean
- Season 11 Norm MacDonald, Jack Hannah
- Season 11 Madonna, Chris Elliot
- Season 11 Tom Brokaw, Dolly Parton
- Season 11 Russell Crowe, Pink
- Season 11 Jessica Lynch, Shelby Lynne
- Season 11 Stupid Pet Tricks, Cate Blanchett
- Season 11 Dakota Fanning, Rocco DiSpirito, Cast of Wicked
- Season 11 Alec Baldwin, Freddy Adu, Cyndi Lauper
- Season 11 Wesley Clark
- Season 11 Robert Downey Jr., Joss Stone
- Season 11 Paul Newman, Clay Aiken
- Season 11 Tom Ridge, Puddle of Mudd
- Season 11 Mike Myers, Jay-Z
- Season 11 Tom Arnold, Moby
- Season 11 Jessica Alba, Wendy Liebman, The Rapture
- Season 11 Matt Damon, Jack Johnson and G. Love
- Season 11 Danny DeVito, Tim Russert
- Season 11 Amanda Peet, Barry Sonnenfeld
- Season 11 Kirsten Dunst, Rod Stewart
- Season 11 Julia Roberts, Alkaline Trio
- Season 11 Liv Tyler, John Witherspoon, Alicia Keys
- Season 11 Barbara Walters, Sandra Diaz-Twine
- Season 11 Neve Campbell, Wellwater Conspiracy
- Season 11 Bonnie Hunt, Dave Matthews
- Season 11 Charlize Theron, Dave Matthews
- Season 11 Steve Martin, Shannon Eis
- Season 11 Renee Zellweger, Darlene Love
- Season 11 Jennifer Aniston, Ryan Adams
- Season 11 Jennifer Connelly, Christopher Paolini
- Season 11 Eddie Griffin, Marv Albert
- Season 11 Nathan Lane, Ruben Studdard
- Season 11 Billy Bob Thornton
- Season 11 Patricia Heaton, Kate Bosworth
- Season 11 Jeff Daniels, Isaiah Thomas, The Shins
- Season 11 Bette Midler, Howie Day
- Season 11 Dave Chapelle, Carmen Electra
- Season 11 Christina Aquilera, Gary Muledeer
- Season 11 Jessica Simpson & Nick Lachey, Al Green
- Season 11 Ashton Kutcher, Paula Abdul
- Season 11 Kristin Davis, Joe Simpson
- Season 11 Matthew Broderick, Jim Garvin
- Season 11 Al Franken, Jake Johannsen, Phantom Planet
- Season 11 Regis Philbin, The Thrills
- Season 11 Harry Connick Jr., Sean Astin
- Season 11 Bill Belichick, Cindy Crawford
- Season 11 Hilary Swank, Todd Barry, Nellie McKay
- Season 11 Dr. Phil, Tara Dakides, Clip of The Beatles
- Season 11 Drew Barrymore, Jack Hanna
- Season 11 Adam Sandler, Eve
- Season 11 Bill Murray, Jermaine O'Neal
- Season 11 Alec Baldwin, Sofia Coppola, Kylie Minogue
- Season 11 Stupid Human Tricks, Ray Romano, Kayne West
- Season 11 Kelly Ripa, Lindsay Lohan
- Season 11 Ashley Judd, Ben Harper
- Season 11 Gordon Geisbrecht, Sarah Jessica Parker, Nelly Furtado
- Season 11 Amber Tamblyn, Brian Regan, Leona Naess
- Season 11 Jeff Goldblum, Norah Jones
- Season 11 Edie Falco, Steven Bailey, Edie Brickell
- Season 11 Diane Sawyer, Benjamin McKenzie
- Season 11 Stupid Pet Tricks, Tim Robbins, Evanescence
- Season 11 Bill Cosby, Toby Lightman
- Season 11 Anne Heche, Cee-Lo
- Season 11 Turkey Callers, Julia Stiles, Jessica Simpson
- Season 11 Ben Stiller, Robert Rudolph and The Family Band
- Season 11 Viggo Mortensen, Sting, Bill Murray
- Season 11 Charles Grodin, Chloe Pang
- Season 11 Jim Carrey, Steve Winwood
- Season 11 Kate Winslet, Bruce McCall, The Vines
- Season 11 Courtney Love
- Season 11 Tom Hanks, N.E.R.D.
- Season 11 Jamie Foxx, Al Franken
- Season 11 Ricky Gervais, Blondie
- Season 11 Janet Jackson, John Mayer
- Season 11 Matthew Perry, Lou Reed
- Season 11 Johnny Knoxville, Sahr Singh, The Walkmen
- Season 11 The Rock, Liz Phair
- Season 11 Tyler Crotty, Michael Imperioli, Jim Gaffigan
- Season 11 Bruce Willis, Renee Askins
- Season 11 Jimmy Fallon, Anne Hathaway, Usher
- Season 11 Billy Crystal, Alex Rodriguez
- Season 11 Chris Rock, The Upside Down Act
- Season 11 Amy Sedaris, Damien Rice
- Season 11 David Duchovny, Chris Russo
- Season 11 Phil Mickelson, Kathryn Morris, Patti Smith
- Season 11 Megan Mullally, Eli Manning, Diana Krall
- Season 11 Andy Richter, Davy Rothbart, Mary Chapin Carpenter
- Season 11 Julianne Moore, Robert Klein, Todd Rundgren
- Season 11 Kelly Ripa, Jennie Finch
- Season 11 Hillary Clinton, The Roots
- Season 11 Stupid Pet Tricks, David Spade, Loretta Lynn & Jack White
- Season 11 Mary-Kate and Ashley Olsen, Adam Brody
- Season 11 Kate Beckinsale, Sue Johanson
- Season 11 Diving Dogs, Tina Fey, Morgan Spurlock
- Season 11 Kelsey Grammar, Orchestra Baobob with Trey Anastasio and Dave Matthews
- Season 11 Amber Brkich, Regis Philbin, Black-Eyed Peas
- Season 11 David Hyde Pierce, David Byrne
- Season 11 John McCain, Tom Dreesen
- Season 11 Stupid Pet Tricks, Hugh Jackman
- Season 11 Amy Sedaris, Modest Mouse
- Season 11 Antonio Banderas, Alanis Morrisette
- Season 11 Charlie Sheen, Jack Hanna
- Season 11 Kiefer Sutherland, Incubus
- Season 11 Kate Hudons, Outkast
- Season 11 Ellen DeGeneres, The Strokes
- Season 11 Nicole Kidman, Avril Lavigne
- Season 11 Dennis Quaid, Velvet Revolver
- Season 11 Mandy Moore, Nate Erwin, Counting Crows
- Season 11 Darrell Hammond, blink-182
- Season 11 Andy Dick, Bob Woodward
- Season 11 Bill Murray, P.J. Harvey
- Season 11 Bette Midler, David Tidmarsh
- Season 11 Buddy Rice, Christopher Walken, Kid Rock
- Season 11 Matthew Broderick, Jamie Cullum
- Season 11 P. Diddy, Jim Gaffigan
- Season 11 Paris Hilton, Patti Scalfa
- Season 11 Ben Stiller, Beastie Boys
- Season 11 Chauncey Billups, Dana Carvey, Wilco
- Season 11 Vince Vaughn, Margaret Cho
- Season 11 Michael Moore, Jennifer Hawkins, Los Lobos
- Season 11 Larry Brown, Sean Hayes, Phish
- Season 11 Kevin Kline, Nicole Richie
- Season 11 David Alan Grier, Britton Keeshan, the Von Bondies
- Season 11 Kid Inventors, Shawn Wayans, Secret Machines
- Season 11 Bonnie Hunt, Dylan Moran
- Season 11 Piedmont Bird Callers, Kirsten Dunst, Chris Robinson
- Season 11 Keira Knightly, Joseph Wilson
- Season 11 Ethan Hawke, Jon Heder
- Season 11 Will Ferrell, Dashboard Confessional
- Season 11 Christina Applegate, David Sedaris
- Season 11 Kristin Davis, Ali G
- Season 11 Will Smith, Jet
- Season 11 Hilary Duff, Jonathan Ames
- Season 11 Cedric the Entertainer, Laird Hamilton
- Season 11 Julianna Marguiles, Bob Sarlatte, Ashlee Simpson
- Season 11 Denzel Washington, Jim Rome
- Season 11 Halley Berry, Maria Mena
- Season 11 Sharon Stone, Yeah Yeah Yeahs
- Season 11 Matt Damon, Carmelo Anthony, The Hives
- Season 11 Brittany Murphy, Paula Poundstone
- Season 11 Holly Hunter, US Olympic Synchronized Swimming Team
- Season 11 John McEnroe, Zach Braff
- Season 11 Bob Newhart, 213 with Snoop Dogg
- Season 11 Natalie Portman, Ambulance LTD
- Season 11 Rosie Perez, Greg Giraldo
- Season 11 Pamela Anderson, Al Franken
- Season 11 Bill Clinton, Natalie Merchant
- Season 11 Tom Cruise, Dax Shepard
- Season 11 Gerard Mulligan, Jada Pinkett Smith, Jessica Simpson
- Season 11 Tommy Franks, Greg Giraldo
Late Show with David Letterman - Season 11 Episode 99 Diane Sawyer, Benjamin McKenzie
6.30 63 minutes Stephanie/Monty/Smitty is in dentist garb (and Dave-ordered model posture) for "CBS Mailbag;" Diane Sawyer gushes over Oprah Winfrey's 50th birthday party; Benjamin McKenzie ("The O.C.") visits.
