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