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
Episode
- Episode 1: Chuck Norris, Anthony Clark, Jewel
- Episode 2: Mira Sorvino, Vincent Perez, Beck
- Episode 3: Whoopi Goldberg, Al Franken, Colonel Ron Severson
- Episode 4: Adam Sandler, David Cone, LeAnn Rimes
- Episode 5: Bill Cosby, Brian Williams, No Doubt
- Episode 6: Jamie Lee Curtis, Pete Sampras, John Mellencamp
- Episode 7: Jon Stewart, Marv Albert, Cranberries
- Episode 8: Cybill Sheperd, Carl Coccilone, Ray Romano
- Episode 9: Tom Brokaw, Natasha Henstridge, Fan Yang
- Episode 10: John McEnroe, Illeana Douglas, 311
- Episode 11: Tim Allen, Tyson Koenig, Suzanne Vega
- Episode 12: Fran Drescher, Jesse Jackson, Travis Tritt
- Episode 13: Bill Cosby, Kin-Jin Mark, A Tribe Called Quest
- Episode 14: Goldie Hawn, Louie C.K.
- Episode 15: Stupid Pet Tricks, Drew Barrymore, Tony Avena, Pearl Jam
- Episode 16: Sarah Jessica Parker, Andy Richter, Darrell Hammond
- Episode 17: Ellen DeGeneres, Stephen King, Trisha Yearwood
- Episode 18: William Baldwin, Jeff Gordon, Vince Gill
- Episode 19: Hugh Grant, Elizabeth Berkley, Donna Lewis
- Episode 20: Kirstie Alley, Matthew Broderick
- Episode 21: Ricki Lake, Gillian Anderson, Tom Petty & the Heartbreakers
- Episode 22: Tom Hanks, Gina Gershon, Riverdance
- Episode 23: Val Kilmer, Nicole Sullivan, ZZ Top
- Episode 24: Julie Andrews, "Pee Wee" Scheidt, Dave Matthews Band
- Episode 25: Wayne Gretzky, Jonathan Silverman, Tori Amos
- Episode 26: Michael J. Fox, Jeanne Moreau, Ray Davies
- Episode 27: Sam Donaldson, Spike Lee, Clint Black
- Episode 28: Samuel L. Jackson, Leela Rashon, Midnight Oil
- Episode 29: Geena Davis, Peter Gallagher, Andy Kindler
- Episode 30: George Foreman, Tom Everett Scott, Shawn Colvin
- Episode 31: Cindy Crawford, Jack Hanna, Lyle Lovett
- Episode 32: Rosie O'Donnell, Jon Favreau, Sheryl Crow
- Episode 33: Jon Lovitz, Ken Olin, Enrique Iglesias
- Episode 34: Ted Danson, Claire Danes, Phil Collins
- Episode 35: Jimmy Smits, John Leguizamo, Brian Regan
- Episode 36: Joe Torre, Don Rickles, The Heads
- Episode 37: George Steinbrenner, Jeremy Piven, Chris Isaak
- Episode 38: Isabella Rossellini, Garry Marshall, Bryn Terfel
- Episode 39: Jeff Foxworthy, Naomi Campbell, Jake Johannsen
- Episode 40: Stupid Human Tricks, Dana Carvey, Steven Wright
- Episode 41: Mel Gibson, Christine Lahti, Joni Mitchell
- Episode 42: Marisa Tomei, James Carville, John Michael Montgomery
- Episode 43: Brett Butler, Gary Sinise, Bob McCoy
- Episode 44: Bob Dole, Ted Koppel, Mary Chapin Carpenter
- Episode 45: Jeff Bridges, Diane Sawyer, Bryan White
- Episode 46: Marilu Henner, Kristin Scott Thomas, Alan Jackson
- Episode 47: Ron Howard, Patrick Ewing, Gene Catron
- Episode 48: Tony Randall, Wendy Liebman, Helena Bonham Carter
- Episode 49: Stupid Pet Tricks, Anthony Edwards, Natalie Cole
- Episode 50: Sarah Ferguson, Derek Jeter, Reba McEntire
- Episode 51: Heather Locklear, Sinbad, Tony Toni Tone
- Episode 52: Glenn Close, Marc Maron, Eriq LaSalle
- Episode 53: Phil Hartman, Bob Costas, Luther Vandross
- Episode 54: Kid Inventors, Will Smith, Jimmy Buffett
- Episode 55: Lisa Kudrow, Delroy Lindo, Wynonna
- Episode 56: Jeff Daniels, Dolly Parton
- Episode 57: Martin Short, Scott Bryan, Rita Wilson
- Episode 58: Lea Thompson, Natalie Portman, Stone Temple Pilots
- Episode 59: Teri Hatcher, Brent Spiner, Luscious Jackson
- Episode 60: John Cleese, Martha Stewart, David Copperfield
- Episode 61: Nicole Kidman, Laura Dern, Gloria Estefan
- Episode 62: Kenneth Branaugh, Bonnie Hunt, Counting Crows
- Episode 63: James Woods, Bob Odenkirk, Counting Crows
- Episode 64: Albert Brooks, Beavis & Butthead, Neil Diamond
- Episode 65: Drew Barrymore, Mathias Pakula, Faith Hill
- Episode 66: Andie MacDowell, Jimmie Walker, Rhett Atkins
- Episode 67: Harry Connick Jr., Walter Cronkite
- Episode 68: Richard Simmons, Neve Campbell, Dave Matthews Band
- Episode 69: Billy Crystal, Cuba Gooding Jr., Darlene Love
- Episode 70: John Travolta, Julianna Marguiles, St. Luke's Bottle Band
- Episode 71: Nathan Lane, Kelly Preston, Rich Hall
- Episode 72: Jane Pauley, Robert Pastorelli, Blues Traveler
- Episode 73: Mary Tyler Moore, Jerry O'Connell, Oseola McCarty, Deana Carter
- Episode 74: Tom Arnold, Kamarr, Joe Queenan
- Episode 75: Alec Baldwin, Cast of Chicago
- Episode 76: Courtney Cox, Lee Marek, Damon Hill
- Episode 77: Kids Tell Jokes, Tracey Ullman, B.B. King
- Episode 78: Ray Liotta, Norm MacDonald
- Episode 79: Woody Harrelson, Jackie Chan, John Pizzarelli
- Episode 80: Matt Dillon, Rebecca Ramijn, Cassandra Wilson
- Episode 81: Eddie Murphy, Dwight Yoakam, Veronica Paridee
- Episode 82: Kevin Spacey, Madeline Kahn, Harry Hill
- Episode 83: Penelope Ann Miller, Skeet Ulrich, BR5-49
- Episode 84: Chris O'Donnell, Debbie Reynolds, Yo Yo Ma, Edgar Meyer, Mark O'Conner
- Episode 85: Tom Selleck, Art Donovan, Babyface
- Episode 86: Kevin Kline, Kevin Sorbo, Kevin Brennan
- Episode 87: David Schwimmer, Carmen Electra, Sheryl Crow
- Episode 88: Tony Danza, Desmond Howard, Helena Bonham Carter
- Episode 89: Dan Rather, Jane Leeves, Tori Amos
- Episode 90: Matthew Perry, Natasha Lyonne, Jewel
- Episode 91: Rhea Perlman, Ray Ramano, Ice Cube
- Episode 92: Stupid Human Tricks, Elle MacPherson, Charles Barkley
- Episode 93: Isabella Rossellini, Billy Bob Thorton, Tokyo Shock Boys
- Episode 94: Fran Drescher, Eva Herzigova, Tony Bennett
- Episode 95: Pierce Brosnan, Lance Alstodt, Brian Regan
- Episode 96: Brett Favre, David Spade, Silverchair
- Episode 97: Stupid Pet Tricks, Brett Butler, Fugees
- Episode 98: Sarah Jessica Parker, Geoffrey Rush, Barry Manilow
- Episode 99: Richard Harris, Siskel & Ebert, Far East Circus
- Episode 100: Peter O'Toole, Salma Hayek, Jazz Passengers
- Episode 101: Sarah Ferguson, Allan Weimerskirch, Patti Smith
- Episode 102: Tom Brokaw, Laura Linney, BLACKstreet
- Episode 103: Bruce Willis, Ving Rhames, Jeff Gordon
- Episode 104: Michael J. Fox, Jon Voight, The Wallflowers
- Episode 105: Julie Andrews, Doug E. Doug, The Amazing Jonathan
- Episode 106: Tony Randall, Juliette Binoche, David Brenner
- Episode 107: Bill Cosby, David Hacker, Tina Turner
- Episode 108: Mia Farrow, Anne Heche, Elvis Costello & Burt Bacharach
- Episode 109: Howard Stern, Valeria Mazza, Porno for Pyros
- Episode 110: Pauly Shore, Merrill Markoe, Celine Dion
- Episode 111: Bill Pullman, Richard Lewis, Lyle Lovett & Randy Newman
- Episode 112: Jon Stewart, Debi Mazar, Duncan Sheik
- Episode 113: Robin Quivers, Adam Arkin, James
- Episode 114: Chevy Chase, Mary McCormack, Phish
- Episode 115: Kids Tell Jokes, Mary Steenburgen, Ray Wold
- Episode 116: Ted Danson, Famke Janssen, Mitch Hedburg
- Episode 117: Howard Stern, Ray Ramano, Chieftains
- Episode 118: Martin Short, Larenz Tate, Kodo
- Episode 119: Cindy Crawford, Robert Townsend, Chris Whitley
- Episode 120: Mike Myers, Sophie Marceau, Alison Krauss
- Episode 121: Marv Albert, Anthony LaPaglia, Big Head Todd & the Monsters
- Episode 122: Teri Garr, George Stephanopolous, Amanda Marshall
- Episode 123: Marilu Henner, Marlon Wayans, The Cardigans
- Episode 124: Bryant Gumbel, Kadeem Hardison, Bandbaz Brothers
- Episode 125: Tara Lipinsky, Margaret Colin, Nanci Griffith
- Episode 126: Dan Akroyd, David Kruithoff, Cyndi Lauper
- Episode 127: Jean-Claude Van Damme, Brad Garrett, Chris Fonseca
- Episode 128: John Cusak, Liv Tyler, David Bowie
- Episode 129: Anthony Clark, Joan Lunden, Eryka Badu
- Episode 130: Norm MacDonald, Justine Bateman, Trace Adkins
- Episode 131: Charles Grodin, David Alan Grier, Matthew Sweet
- Episode 132: Tom Arnold, Bernie Williams, Bush
- Episode 133: Kelsey Grammar, Jake Johannsen, Tracy Chapman
- Episode 134: Martin Mull, Alicia Witt, Mary J. Blige
- Episode 135: Katie Couric, Roma Downey, INXS
- Episode 136: Tony Randall, Steven Weber, Wilco
- Episode 137: Lisa Kudrow, Umberto Buccigrossi, Verve Pipe
- Episode 138: Stupid Human Tricks, Rosie Perez, John Hiatt
- Episode 139: Kurt Russell, Sinbad, Paula Cole
- Episode 140: Robin Williams, Tanya Tucker
- Episode 141: Alec Baldwin, Joey Lauren Adams, Indigo Girls
- Episode 142: Garry Shandling, Luke Perry, Wendy Liebman
- Episode 143: Roseanne, Justin Miller, Chuck Berry
- Episode 144: Bruce Willis, Elizabeth Hurley, Maxwell
- Episode 145: John Goodman, Kathleen Quinlan, Hanson
- Episode 146: Mike Myers, Danny Aiello, Crossbows of Death
- Episode 147: Billy Crystal, Kristen Johnson, Bee Gees
- Episode 148: Ricki Lake, Kirby Puckett, Soul Asylum
- Episode 149: Cybil Shepard, Darrell Hammond, Linda Eder
- Episode 150: Andy Garcia, George Foreman, Travis Tritt
- Episode 151: David Hyde Pierce, Dana Delany, Spice Girls
- Episode 152: Helen Hunt, Susie Maroney, Jeffery Tambor
- Episode 153: Stupid Pet Tricks, Jeff Goldblum, Foo Fighters
- Episode 154: Meg Ryan, Lance Henriksen, Mary Chapin-Carpenter
- Episode 155: Barbara Walters, Ida Doggett, God's Property with Kirk Franklin
- Episode 156: Richard Simmons, Kelly Preston, Toad the Wet Sprocket
- Episode 157: Matthew Broderick, Nicole Sullivan, Savion Glover & Stomp
- Episode 158: Jason Alexander, Griffin Dunne, Sammy Hagar
- Episode 159: Elle MacPherson, Vince Vaughn, Jewel
- Episode 160: Michael Richards, Rick Reynolds, Steve Winwood
- Episode 161: Bill Cosby, Elaine Cunningham, Squirrel Nut Zippers
- Episode 162: Alicia Silverstone, Andy Dick, John Fogerty
- Episode 163: Farrah Fawcett, John Fogerty
- Episode 164: Harrison Ford, Steven Wright, Dave Matthews Band
- Episode 165: Isabella Rossellini, Dave Chapelle, Bono & Larry Mullen
- Episode 166: Jon Stewart, Susan Molinari, Seven Mary Three
- Episode 167: Tom Brokaw, Janeane Garafolo, Sheryl Crow
- Episode 168: John Travolta, Grant Hill, Sinead O'Connor
- Episode 169: George Carlin, Nick Chinlund, James Taylor
- Episode 170: Kathy Ireland, Jeremy Holz, Michael Story
- Episode 171: Matt Lauer, Ruthie Bolton-Holifield, Mighty Mighty Bosstones
- Episode 172: Julia Roberts, Jon Bon Jovi
- Episode 173: Siskel & Ebert, Dermot Mulroney, King Charles Troupe
- Episode 174: Marilu Henner, Doug E. Doug, Johnny Lang
- Episode 175: Nick Turturro, Daisy Fuentes, Motley Crue
- Episode 176: Peter Fonda, Jonathan Taylor Thomas, Ricki Lee Jones
- Episode 177: Brian Williams, Diane Cannon, Gil Shaham
- Episode 178: Martin Lawrence, Robert Zemeckis, Sarah McLachlan
- Episode 179: Will Smith, Heidi Klum, Brad Byers
- Episode 180: Jason Priestly, Patricia Richardson, The Cicadas
- Episode 181: Tom Arnold, Mitchell Libonati, Blur
- Episode 182: Evander Holyfield, Lee Marek, Sarah Silverman
- Episode 183: Martin Short, Manny the Hippie, Fang Fang
- Episode 184: Don Rickles, Brendan Fraser, En Vogue
- Episode 185: Tim Robbins, Jackie Chan, Shawn Colvin
- Episode 186: Mary Tyler Moore, Querbe Tirmizi, Matchbox 20
- Episode 187: Nathan Lane, Robey Morgan, Third Eye Blind
- Episode 188: Robert Pastorelli, Craig Kilborn, Live
- Episode 189: Pauly Shore, Leslie Mann, Puff Daddy
- Episode 190: Kids Tell Jokes, Mario Andretti, John Hiatt
- Episode 191: John Turturro, Kathy Kinney, Radish
- Episode 192: Dan Rather, Kathy Griffin, k.d. Lang
- Episode 193: Samuel L. Jackson, Barry Sonnenfeld
- Episode 194: Jennifer Anniston, Brian Regan, William H. Macy
- Episode 195: Norm MacDonald, Phylicia Rashad, Jamiroquai
- Episode 196: Charles Grodin, Billy Connolly, David Byrne
- Episode 197: Julia Roberts, Blues Traveler
- Episode 198: Tony Danza, Michael Rapaport
- Episode 199: Bob Dole, Bill Bellamy, Ziggy Marley & the Melody Makers
- Episode 200: Ray Liotta, David Brenner, Natalie Desselle
- Episode 201: Jay Thomas, Annabella Sciorra, Tonic
- Episode 202: Sylvester Stallone, Tommy LaSorda
- Episode 203: Demi Moore, Jay Mohr, Aerosmith
- Episode 204: Tom Selleck, Billy Joel
- Episode 205: Barbara Walters, Charles Dutton, Morrissey
- Episode 206: Mira Sorvino, Jeff Altman, Coolio
- Episode 207: Donald Trump, Janine Turner, Ruth Brown & Bonnie Raitt
- Episode 208: Alicia Silverstone, Bev Tanner, George Miller
- Episode 209: Vanessa Williams, Joe Montana
- Episode 210: Paul Reiser, Tia Carrera, Echo & the Bunnymen
- Episode 211: Laurence Fishburne, Jonathan Katz, Paula Cole
- Episode 212: Tom Arnold, Mehgan Heany-Grear, Dane Cook
- Episode 213: Stupid Human Tricks, Danny Aiello, Radiohead
Late Show with David Letterman - Season 4 Episode 24 : Julie Andrews, "Pee Wee" Scheidt, Dave Matthews Band
Calvert plays Bob Dole's go-between; The Dave Matthews Band performs ""Crash Into Me.""
