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- Season 1 1993-08-30
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- 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 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
- Season 5 Jennifer Jason Leigh, Starr Jones, Bee Gees
- 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
- Season 5 Tom Brokaw, Stevie Starr, Green Day
- Season 5 Nathan Lane, Chalize Theron, Carly Simon
- Season 5 Mike Wallace, Kelly Montieth, LL Cool J
- Season 5 Robert Pastorelli, Harmony Korine, Smash Mouth
- Season 5 Mariah Carey, Anthony Clark
- Season 5 Maria Martiromo, Penn & Teller, Amy Grant
- Season 5 Ellen Barkin, Bobby Bonilla, Angelo Massagli
- 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
- Season 5 Danny Aiello, Helena Bonham Carter, Mandy & Dora Lee Patinkin
- Season 5 Sarah Ferguson, Kelly McGillis, Leann Rimes
- Season 5 Harry Connick Jr., Pamela Lee
- Season 5 Robert F. Kennedy Jr., Heather Matarazzo, B.B. King & Tracy Chapman
- Season 5 Wesley Snipes, Naomi Judd, Martina Hingis
- Season 5 Claire Danes, Michelle Kwan, Lorrie Morgan
- Season 5 Marv Albert, Daniel Scribner & Tylin Hall, John Fogerty
- Season 5 Bill Murray, Alison Eastwood, Matchbox 20
- Season 5 Don Rickles, Heather Graham, Lou Reed
- Season 5 Richard Simmons, Venus Williams, Wynonna
- Season 5 Tom Arnold, Kordell Stewart, Elvis Costello
- Season 5 Sigourney Weaver, David Brenner, Trischa Yearwood
- Season 5 Danny DeVito, Sarah Michelle Gellar
- Season 5 Kirstie Alley, Luke Perry, Shengyang Acrobats
- Season 5 John Cusak, Natalie Portman, Stomp with Bill Irwin
- Season 5 Kids Tell Jokes, Marisa Tomei, James Taylor
- Season 5 Stupid Pet Tricks, Anthony Edwards, Joost Elffers
- Season 5 Kevin Spacey, Art Donovan, Wallflowers
- Season 5 Jon Stewart, John Witherspoon, Days of the New
- Season 5 Courteney Cox, Peyton Manning, Shania Twain
- Season 5 Helen Hunt, Terrell Davis, Chumbawamba
- Season 5 Sir Anthony Hopkins, Eric Lindros, Enya
- Season 5 Nathan Lane, Hazelle Goodman, Mitch Fatel
- Season 5 Alex D Linz, Jerry O'Connell, Bryan Adams
- Season 5 Kevin Costner, Tyra Banks, Nina & Nickolai
- Season 5 Pam Grier, Tom Everett Scott, James Brown
- Season 5 Greg Kinnear, Djimon Hounsou, Ben Folds Five
- Season 5 Leslie Nelson, Michelle Yeoh, Hanson
- Season 5 Pierce Brosnan, Lou Holtz
- Season 5 Joan Lunden, Angelo Massaglini, G. Love with Special Sauce & Dr. John
- Season 5 Terry Bradshaw, Billy Zane, Darlene Love
- Season 5 Quentin Tarantino, Anne Heche, Kenny Wayne Shepard Band
- Season 5 Bridget Fonda, Matt Damon, Allan Harvey
- Season 5 Marilu Henner, Leila Kenzle, George Miller
- Season 5 Samuel L. Jackson, Howie Long, Louie C.K.
- Season 5 Tom Brokaw, Tobey Maquire, Fiona Apple
- Season 5 Norm MacDonald, Peta Wilson, Streb
- Season 5 Minnie Driver, Paul Simon, Cast of The Capeman
- Season 5 Penelope Ann Miller, Terry Pledger, Collective Soul
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- Season 5 Kenneth Branagh, Spice Girls, Jim Nantz
- Season 5 Ben Stiller, Sandra Bernhard, Jars of Clay
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- Season 5 Robert Duvall, Kennedy, Emmylou Harris
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- Season 5 Dan Akroyd, Naomi Campbell, Duncan Sheik
- Season 5 Dan Rather, Honeymoon the pig, Cast of Ragtime
- Season 5 Drew Barrymore, Shania Twain
- Season 5 Richard Simmons, John Elway
- Season 5 Bill Cosby, Blues Brothers
- Season 5 Stupid Human Tricks, Cindy Crawford, Jonny Moseley
- Season 5 Adam Sandler, Jack Hanna
- Season 5 Bruce Willis, LeAnn Rimes & Bryan White
- Season 5 Heather Locklear, Tom Selleck
- Season 5 Mike Myers, Paula Cole
- Season 5 Nathan Lane, Bingo Granny
- Season 5 Bob Dole, Marilyn Manson
- Season 5 Stupid Pet Tricks, Jonny Moseley
- Season 5 Jeff Bridges, Nikki Stone, John Fogerty
- Season 5 Kelsey Grammer, Sarah Tueting & Cammi Granato, Sarah McLachlan
- Season 5 Susan Sarandon, Eric Bergoust, Aretha Franklin
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- Season 5 Patrick Stewart, Frank Urbancic, Joan Cusak
- Season 5 Kid Scientists, Gabriel Byrne, Richie Sambora
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- Season 5 Norm MacDonald, Richie Stachowski
- Season 5 Emma Thompson, Alex Zanardi, Willie Nelson & Emmylou Harris
- Season 5 John Travolta, Jack Johnson, The Chieftains
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- Season 5 Dennis Hopper, Robert Klein, Patricia Heaton
- Season 5 Charles Grodin, Edward Burns, Marcy Playground
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- Season 5 Evander Holyfield, Joseph Loveland, Michael Moore
- Season 5 Don Rickles, Mimi Rogers, Steve Miller
- Season 5 Alec Baldwin, Heather Graham, Barenaked Ladies
- Season 5 Tom Brokaw, Ice Cube, Natalie Imbruglia
- Season 5 Tom Hanks, Matt Medenweldt, Scott Weiland
- Season 5 Matt LeBlanc, Natasha Henstridge, The Lynns
- Season 5 Quentin Tarantino, Steven Weber, Clint Black
- Season 5 James Belushi, Lacey Chabert, Robbie Robertson
- Season 5 Val Kilmer, Jimmie Walker, cast of Cabaret
- Season 5 Billy Crystal, Hatty Jones, Tori Amos
- Season 5 Gwyneth Paltrow, Harmony Korine, Wyclef Jean
- Season 5 Claire Danes, George Miller, Matthew Ryan
- Season 5 Jason Alexander, Isabella Rossellini, Steve Earle
- Season 5 Ricki Lake, Vaughn Cordle, Rita Wilson
- Season 5 Jennifer Aniston, Jerry Springer, Al Green
- Season 5 Marisa Tomei, Ryan Leaf, Alana Davis
- Season 5 Jack Hanna, Ray Allen, Dave Matthews Band
- Season 5 Patrick Swayze, Hugh Hefner
- Season 5 Gena Lee Nolan, Mark Wahlberg, Brian Regan
- Season 5 Stupid Human Tricks, Norm MacDonald, Pearl Jam
- Season 5 Elle MacPherson, Jon Favreau, Usher
- Season 5 Donald Trump, Jayson Williams, Cast of Home Coming, Trisha Yearwood
- Season 5 Sally Field, Philip Bigler, Lyle Lovett
- Season 5 Matt Lauer, Jada Pinkett Smith, Green Day
- Season 5 Marilu Henner, Jim Lovell
- Season 5 Fran Drescher, Bob Berman, Faith Hill
- Season 5 Christopher Reeve, Hanson
- Season 5 Warren Beatty, Wayne Knight, Bonnie Raitt
- Season 5 Jim Breuer, Tara Lipinski, Foo Fighters
- Season 5 Richard Simmons, Beau Jaques and the Zydeco Highrollers
- Season 5 Matthew Broderick, David Wells, Natalie Merchant
- Season 5 Sandra Bullock, Jeff Foxworthy, Cast of One Small Step
- Season 5 Drew Carey, Scarlett Johannson, Soul Asylum
- Season 5 Ted Danson, Mae Whitman, The Flatlanders
- Season 5 Harry Connick, Jr., Hank Azaria
- Season 5 John Goodman, Esther Canadas, Sarah McLachlan
- Season 5 Norm MacDonald, Jacques Villeneuve, Randy Travis
- Season 5 Sarah Jessica Parker, Bill Bradley, Chase Butrell
- Season 5 Evander Holyfield, Laura Linney, Fastball
- Season 5 George Carlin, Bob Saget, Emmylou Harris, Indigo Girls, Luscious Jackson, Rebekah
- Season 5 Whoopi Goldberg, Janeane Garofalo
- Season 5 Bill Cosby, Andy Dick
- Season 5 Bob Newhart, Nicole Sullivan, Wendy Liebman
- Season 5 Harrison Ford, Dane Cook
- Season 5 Charles Grodin, Paul Rodriguez
- Season 5 Naomi Campbell, Luke Buchheit, Sinead O'Connor
- Season 5 David Duchovny, Stevie Nicks
- Season 5 Ellen Barkin, Jeff Altman, Sonic Youth
- Season 5 Sam Donaldson, Gloria Reuben, Babyface & Des'ree
- Season 5 Anthony Edwards, George Miller, Sean Lennon
- Season 5 Piedmont Bird Callers, George Clooney, Steve Yzerman
- Season 5 John McEnroe, The Pretenders
- Season 5 Jennifer Lopez, Chris Eigeman, Largo
- Season 5 Dennis Quaid, Chloe Sevigny, Grant Lee Buffalo
- Season 5 Mary Tyler Moore, Ron Eldard
- Season 5 Lisa Kudrow, Mike Piazza, Billy Bragg & Wilco
- Season 5 Martha Anne Godwin, Kristen Johnston, Lucinda Williams
- Season 5 Tom Brokaw, Steve Zahn, The Hummingbirds with Stevie Wonder & Paul Simon
- Season 5 Ben Stiller, Hatty Jones, Spice Girls
- Season 5 The Beltway Bunch, Stupid Pet Tricks, Bob Dole
- Season 5 Don Rickles, Matt Drudge, Cherry Poppin' Daddies
- Season 5 Matt Dillon, Daniel Boulud, Arj Barker
- Season 5 Antonio Banderas, Chris Elliot
- Season 5 Anthony Hopkins, Cowboy Junkies
- Season 5 Gabriel Byrne, John Witherspoon, Tricky & P.J. Harvey
- Season 5 James Caan, Buck O'Neil, Lenny Kravitz
- Season 5 Janet Jackson, Scott Farrell, Nanci Griffith
- Season 5 Tony Danza, Peter Farrelly, Brian Wilson
- Season 5 Marilu Henner, Gloria Estefan
- Season 5 Pauly Shore, Pam Grier, Natalie Imbruglia
- Season 5 Jenny McCarthy, Adam Arkin, Tori Amos
- Season 5 Kids with animals, Gary Sinise, Goo Goo Dolls
- Season 5 Yasmine Bleeth, David Brenner, Barenaked Ladies
- Season 5 Samuel L. Jackson, Jenni, Smashing Pumpkins
- Season 5 Jamie Lee Curtis, George Freestone
- Season 5 Drew Barrymore, Dee Dee Meyers, The Verve
- Season 5 Noyz Boyz, Nathan Lane, Boy George & Culture Club
- Season 5 Penn & Teller, French Stewart, Wynton Marsalis
- Season 5 Jerry Seinfeld, Hunter Scott
- Season 5 Tom Arnold, Doris Roberts, Blues Traveler
- Season 5 Leslie Nielsen, David Roth, Teresa Witherspoon
- Season 5 Kevin Spacey, Bobby Rahal, Harvey Danger
- Season 5 Ray Liotta, Sela Ward, Liz Phair
- Season 5 Angela Basset, Pete Townshend
- Season 5 Wesley Snipes, Robert Klein
Late Show with David Letterman - Season 5 Episode 100 Bob Dole, Marilyn Manson
6.30 63 minutes Almost halfway into the show, Dave suddenly leaves and gets into a cab that drives to Mexico, then San Francisco. Dave then boats across the Pacific, stops in Japan and sweeps the ice during an Olympic Curling competition in Nagano. Also in Nagano, Dorothy stumbles upon Bob Dole, while Biff searches for celebrity look-alikes.
