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Season 22 Episode
- Season 5 Terry Bradshaw, Carmen Electra, Eddie Brill
- Season 5 Steven Seagal, Brittany Starr, Beck
- Season 5 Joan Lunden, Chris Rock, Fiona Apple
- Season 5 Geena Davis, Martha Stewart, Robert Carlyle
- Season 5 Kevin Kline, Jamie Foxx, Sugar Ray
- Season 5 Danny DeVito, Patrick Rafter, Tim McGraw
- Season 5 Salma Hayek, Joan Cusak, Louie Anderson
- Season 5 Noah Wylie, Damon Wayons, Missy "Misdemeanor" Elliot
- Season 5 Andie MacDowell, Cynthia Cooper, Nanci Griffith & Darius Rucker
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- Season 5 George Clooney, Bill Cosby
- Season 5 Nicole Kidman, Gregory Hines, God's Property
- Season 5 Jennifer Lopez, Michael Lamonico, Bill Engvall
- Season 5 Alec Baldwin, Jonathan Lipnicki, Deana Carter
- Season 5 Kim Basinger, Ray Ramano, Jackson Browne
- Season 5 Fourth Anniversary Special
- Season 5 Fran Drescher, Ryan Tripp, Brooks & Dunn
- Season 5 Michael J. Fox, Sarah O'Hare, Patti Smith
- Season 5 Cameron Diaz, Adam Arkin, Veniamin
- Season 5 Matt Lauer, Ryan Kurlander, Sheryl Crow
- Season 5 Elle MacPherson, Jon Tenney, Elvis Costello & the Fairfield Four
- Season 5 Dan Aykroyd, Jack Hanna, Boyz II Men
- Season 5 Bryant Gumbel, Harland Williams, Everclear
- Season 5 John Lithgow, Christy Turlington, Foo Fighters
- Season 5 James Belushi, Christina Ricci, Oasis
- Season 5 Uma Thurman, Mark Wahlberg, Eddie Izzard
- Season 5 David Duchovny, Emily Mae Young, Todd Barry
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- Season 5 Kid Scientists, David Hyde Pierce, Andy Greene
- Season 5 Stupid Human Tricks, Naomi Campbell, Bobby Brown
- Season 5 John Travolta, Cybill Shepard, Kuznetsov Troupe
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- Season 5 Sigourney Weaver, David Brenner, Trischa Yearwood
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- Season 5 Kirstie Alley, Luke Perry, Shengyang Acrobats
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- Season 5 The Beltway Bunch, Stupid Pet Tricks, Bob Dole
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- Season 5 Drew Barrymore, Dee Dee Meyers, The Verve
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- Season 5 Angela Basset, Pete Townshend
- Season 5 Wesley Snipes, Robert Klein
Late Show with David Letterman - Season 5 Episode 124 Matt LeBlanc, Natasha Henstridge, The Lynns
6.30 63 minutes Dave appears in student films as a side income, while Bob Borden runs throughout the city searching for Leonardo DiCaprio.
