Season 5 (2000)
Episodes
- 1. Cynthia Nixon
- 2. Robbie Williams
- 3. Richard Belzer
- 4. Joe Montana
- 5. Will Ferrell
- 6. Ice Cube
- 7. Michael Stipe
- 8. Penelope Ann Miller
- 9. Frankie Muniz
- 10. Freddie Prinze Jr.
- 11. Jerry Springer
- 12. Selma Blair
- 13. Peter Krause
- 14. Jenny McCarthy
- 15. David Arquette
- 16. Jeff Bridges
- 17. Bob Dole
- 18. Jason Priestly
- 19. Moby
- 20. Dennis Farina
- 21. Matthew Perry
- 22. Ed McMahon
- 23. Snoop Dogg
- 24. Charlize Theron
- 25. Rachael Leigh Cook
- 26. Forest Whitaker
- 27. Vin Diesel
- 28. Tobey Maguire
- 29. Ellen DeGeneres
- 30. Neil Patrick Harris
- 31. Kevin Pollak
- 32. Bob Dole
- 33. Garry Shandling
- 34. Eddie Izzard
- 35. Kim Delaney
- 36. Wolf Blitzer
- 37. Drew Carey
- 38. Chris Meloni
- 39. Marla Sokoloff
- 40. Eric Idle
- 41. Leelee Sobieski
- 42. John Lydon
- 43. Joshua Jackson
- 44. Triumph the Insult Comic Dog
- 45. Jimmy Smits
- 46. Roger Daltrey
- 47. Ben Stein
- 48. Patrick Stewart
- 49. David Alan Grier
- 50. Stanley Tucci
- 51. Samantha Mathis
- 52. Diamond Dallas Page
- 53. Arlen Specter
- 54. Hugh Hefner
- 55. Kirsten Dunst
- 56. Jeanne Tripplehorn
- 57. Stephen Baldwin
- 58. S. Epatha Merkerson
- 59. Luke Wilson
- 60. Julie Warner
- 61. Eric Close
- 62. Wendie Malick
- 63. Jesse L. Martin
- 64. Andy Richter
- 65. Betty White
- 66. Tracey Ullman
- 67. Kyle MacLachlan
- 68. Jane Leeves
- 69. Michael Rapaport
- 70. Thandie Newton
- 71. Laura Kightlinger
- 72. Sonja Christopher
- 73. Penn and Teller
- 74. Kelli Williams
- 75. Michael Moore
- 76. When the Elderly Go on TV with Al Greenwood
- 77. Mark Curry
- 78. Jimmy Kimmel & Adam Carolla
- 79. Julie Brown
- 80. Heather Donahue
- 81. Joe Lockhart
- 82. Freddie Prinze Jr.
- 83. Alicia Silverstone
- 84. Cheri Oteri
- 85. Jeff Probst
- 86. Richie Sambora
- 87. John C. Reilly
- 88. Anna Paquin
- 89. J.K. Simmons
- 90. Famke Janssen
- 91. Billy Crudup
- 92. Shawn & Marlon Wayans
- 93. Halle Berry
- 94. Fourth Anniversary Special
- 95. Al Roker
- 96. Peter Fonda
- 97. Joe Eszterhas
- 98. Jennifer Beals
- 99. Campaign Trail to the Road to the White House
- 100. Republican National Convention Pt. 1
- 101. Republican National Convention Pt. 2
- 102. Republican National Convention Pt. 3
- 103. Republican National Convention Pt. 4
- 104. Democratic National Convention Pt. 1
- 105. Democratic National Convention Pt. 2
- 106. Democratic National Convention Pt. 3
- 107. Democratic National Convention Pt. 4
- 108. Jeremy Piven
- 109. Slash
- 110. Vincent D'Onofrio
- 111. Donal Logue
- 112. Greg Kinnear
- 113. Spinal Tap
- 114. Joe Mantegna
- 115. Eugene Levy
- 116. Lennox Lewis
- 117. Senator Joe Lieberman
- 118. Ryan Phillippe
- 119. Jamie Lee Curtis
- 120. Barenaked Ladies
- 121. Jamie Foxx
- 122. Jonathan Katz
- 123. Bill Goldberg
- 124. Sylvester Stallone
- 125. Tony Danza
- 126. Dean Cain
- 127. Ashton Kutcher
- 128. Jewel
- 129. Ralph Nader
- 130. Alice Cooper
- 131. Christian Slater
- 132. Joshua Jackson
- 133. Brendan Fraser
- 134. Kevin James
- 135. Jeff Garlin
- 136. Posh Spice & Baby Spice
- 137. Steven Weber
- 138. Brett Butler
- 139. David Frost
- 140. Phil Donahue
- 141. Michael Richards
- 142. Arlen Specter
- 143. Indecision 2000 Choose and Loose
- 144. Richard Belzer
- 145. Michael Moore
- 146. Adam Sandler
- 147. Patricia Arquette
- 148. Adam Sandler
- 149. Rhys Ifans
- 150. Tales of Survival with Vance DeGeneres
- 151. John Goodman
- 152. Laura San Giacomo
- 153. Billy Campbell
- 154. Anthony Clark
- 155. Thomas Gibson
- 156. Faith Ford
- 157. Chris O'Donnell
- 158. Marlan Wayans
- 159. Ira Glass
- 160. Greta Van Susteren
- 161. Indecision 2000 Special
- 162. Wolf Blitzer
- 163. Marla Sokoloff
- 164. Marisa Tomei
- 165. Jeri Ryan
- 166. Gillian Anderson