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