Season 5
January 4, 2000 • 166 Episodes
EP 1
Cynthia Nixon
January 4, 2000 • • ★ 5.0
EP 2
Robbie Williams
January 5, 2000 • • ★ 5.0
EP 3
Richard Belzer
January 6, 2000 • • ★ 5.0
EP 4
Joe Montana
January 10, 2000 • • ★ 5.0
EP 5
Will Ferrell
January 11, 2000 • • ★ 6.0
EP 6
Ice Cube
January 12, 2000 • • ★ 5.0
EP 7
Michael Stipe
January 13, 2000 • • ★ 5.0
EP 8
Penelope Ann Miller
January 17, 2000 • • ★ 5.0
EP 9
Frankie Muniz
January 18, 2000 • • ★ 5.0
EP 10
Freddie Prinze Jr.
January 19, 2000 • • ★ 5.0
EP 11
Jerry Springer
January 20, 2000 • • ★ 5.0
EP 12
Selma Blair
January 24, 2000 • • ★ 5.0
EP 13
Peter Krause
January 25, 2000 • • ★ 5.0
EP 14
Jenny McCarthy
January 26, 2000 • • ★ 5.0
EP 15
David Arquette
January 27, 2000 • • ★ 5.0
EP 16
Jeff Bridges
February 1, 2000 • • ★ 5.0
EP 17
Bob Dole
February 2, 2000 • • ★ 5.0
EP 18
Jason Priestly
February 3, 2000 • • ★ 5.0
EP 19
Moby
February 14, 2000 • • ★ 6.0
EP 20
Dennis Farina
February 15, 2000 • • ★ 5.0
EP 21
Matthew Perry
February 16, 2000 • • ★ 5.0
EP 22
Ed McMahon
February 17, 2000 • • ★ 5.0
EP 23
Snoop Dogg
February 22, 2000 • • ★ 5.0
EP 24
Charlize Theron
February 23, 2000 • • ★ 5.0
EP 25
Rachael Leigh Cook
February 24, 2000 • • ★ 5.0
EP 26
Forest Whitaker
February 28, 2000 • • ★ 5.0
EP 27
Vin Diesel
February 29, 2000 • • ★ 5.0
EP 28
Tobey Maguire
March 1, 2000 • • ★ 5.0
EP 29
Ellen DeGeneres
March 2, 2000 • • ★ 5.0
EP 30
Neil Patrick Harris
March 6, 2000 • • ★ 5.0
EP 31
Kevin Pollak
March 7, 2000 • • ★ 5.0
EP 32
Bob Dole
March 8, 2000 • • ★ 5.0
EP 33
Garry Shandling
March 9, 2000 • • ★ 5.0
EP 34
Eddie Izzard
March 13, 2000 • • ★ 5.0
EP 35
Kim Delaney
March 14, 2000 • • ★ 5.0
EP 36
Wolf Blitzer
March 15, 2000 • • ★ 5.0
EP 37
Drew Carey
March 16, 2000 • • ★ 5.0
EP 38
Chris Meloni
March 20, 2000 • • ★ 5.0
EP 39
Marla Sokoloff
March 21, 2000 • • ★ 5.0
EP 40
Eric Idle
March 22, 2000 • • ★ 5.0
EP 41
Leelee Sobieski
March 23, 2000 • • ★ 5.0
EP 42
John Lydon
March 27, 2000 • • ★ 5.0
EP 43
Joshua Jackson
March 28, 2000 • • ★ 5.0
EP 44
Triumph the Insult Comic Dog
March 29, 2000 • • ★ 5.0
EP 45
Jimmy Smits
March 30, 2000 • • ★ 5.0
EP 46
Roger Daltrey
April 10, 2000 • • ★ 5.0
EP 47
Ben Stein
April 11, 2000 • • ★ 5.0
EP 48
Patrick Stewart
April 12, 2000 • • ★ 5.0
EP 49
David Alan Grier
April 13, 2000 • • ★ 5.0
EP 50
Stanley Tucci
April 17, 2000 • • ★ 5.0
EP 51
Samantha Mathis
April 18, 2000 • • ★ 5.0
EP 52
Diamond Dallas Page
April 19, 2000 • • ★ 5.0
EP 53
Arlen Specter
April 20, 2000 • • ★ 5.0
EP 54
Hugh Hefner
April 24, 2000 • • ★ 5.0
EP 55
Kirsten Dunst
April 25, 2000 • • ★ 5.0
EP 56
Jeanne Tripplehorn
April 26, 2000 • • ★ 5.0
EP 57
Stephen Baldwin
April 27, 2000 • • ★ 5.0
EP 58
S. Epatha Merkerson
May 1, 2000 • • ★ 5.0
EP 59
Luke Wilson
May 2, 2000 • • ★ 5.0
EP 60
Julie Warner
May 3, 2000 • • ★ 5.0
EP 61
Eric Close
May 4, 2000 • • ★ 5.0
EP 62
Wendie Malick
May 8, 2000 • • ★ 5.0
EP 63
Jesse L. Martin
May 9, 2000 • • ★ 5.0
EP 64
Andy Richter
May 10, 2000 • • ★ 5.0
EP 65
Betty White
May 11, 2000 • • ★ 5.0
EP 66
Tracey Ullman
May 15, 2000 • • ★ 5.0
EP 67
Kyle MacLachlan
May 16, 2000 • • ★ 5.0
EP 68
Jane Leeves
May 17, 2000 • • ★ 5.0
EP 69
Michael Rapaport
May 18, 2000 • • ★ 5.0
EP 70
Thandie Newton
May 29, 2000 • • ★ 5.0
EP 71
Laura Kightlinger
May 30, 2000 • • ★ 5.0
EP 72
Sonja Christopher
May 31, 2000 • • ★ 5.0
EP 73
Penn and Teller
June 5, 2000 • • ★ 5.0
EP 74
Kelli Williams
June 6, 2000 • • ★ 5.0
EP 75
Michael Moore
June 7, 2000 • • ★ 5.0
EP 76
When the Elderly Go on TV with Al Greenwood
June 12, 2000 • • ★ 5.0
EP 77
Mark Curry
June 13, 2000 • • ★ 5.0
EP 78
Jimmy Kimmel & Adam Carolla
June 14, 2000 • • ★ 5.0
EP 79
Julie Brown
June 15, 2000 • • ★ 5.0
EP 80
Heather Donahue
June 19, 2000 • • ★ 5.0
EP 81
Joe Lockhart
June 20, 2000 • • ★ 5.0
EP 82
Freddie Prinze Jr.
June 21, 2000 • • ★ 5.0
EP 83
Alicia Silverstone
June 22, 2000 • • ★ 5.0
EP 84
Cheri Oteri
June 26, 2000 • • ★ 5.0
EP 85
Jeff Probst
June 27, 2000 • • ★ 5.0
EP 86
Richie Sambora
June 28, 2000 • • ★ 5.0
EP 87
John C. Reilly
June 29, 2000 • • ★ 5.0
EP 88
Anna Paquin
July 10, 2000 • • ★ 5.0
EP 89
J.K. Simmons
July 11, 2000 • • ★ 5.0
EP 90
Famke Janssen
July 12, 2000 • • ★ 5.0
EP 91
Billy Crudup
July 13, 2000 • • ★ 5.0
EP 92
Shawn & Marlon Wayans
July 17, 2000 • • ★ 5.0
EP 93
Halle Berry
July 18, 2000 • • ★ 5.0
EP 94
Fourth Anniversary Special
July 19, 2000 • • ★ 5.0
EP 95
Al Roker
July 20, 2000 • • ★ 5.0
EP 96
Peter Fonda
July 24, 2000 • • ★ 5.0
EP 97
Joe Eszterhas
July 25, 2000 • • ★ 5.0
EP 98
Jennifer Beals
July 26, 2000 • • ★ 5.0
EP 99
Campaign Trail to the Road to the White House
July 31, 2000 • • ★ 5.0
EP 100
Republican National Convention Pt. 1
August 1, 2000 • • ★ 5.0
EP 101
Republican National Convention Pt. 2
August 2, 2000 • • ★ 5.0
EP 102
Republican National Convention Pt. 3
August 3, 2000 • • ★ 5.0
EP 103
Republican National Convention Pt. 4
August 4, 2000 • • ★ 5.0
EP 104
Democratic National Convention Pt. 1
August 15, 2000 • • ★ 5.0
EP 105
Democratic National Convention Pt. 2
August 16, 2000 • • ★ 5.0
EP 106
Democratic National Convention Pt. 3
August 17, 2000 • • ★ 5.0
EP 107
Democratic National Convention Pt. 4
August 18, 2000 • • ★ 5.0
EP 108
Jeremy Piven
August 22, 2000 • • ★ 5.0
EP 109
Slash
August 23, 2000 • • ★ 5.0
EP 110
Vincent D'Onofrio
August 24, 2000 • • ★ 5.0
EP 111
Donal Logue
September 5, 2000 • • ★ 5.0
EP 112
Greg Kinnear
September 6, 2000 • • ★ 5.0
EP 113
Spinal Tap
September 7, 2000 • • ★ 5.0
EP 114
Joe Mantegna
September 11, 2000 • • ★ 5.0
EP 115
Eugene Levy
September 12, 2000 • • ★ 5.0
EP 116
Lennox Lewis
September 13, 2000 • • ★ 5.0
EP 117
Senator Joe Lieberman
September 14, 2000 • • ★ 6.0
EP 118
Ryan Phillippe
September 18, 2000 • • ★ 5.0
EP 119
Jamie Lee Curtis
September 19, 2000 • • ★ 8.0
EP 120
Barenaked Ladies
September 20, 2000 • • ★ 6.0
EP 121
Jamie Foxx
September 21, 2000 • • ★ 5.0
EP 122
Jonathan Katz
September 25, 2000 • • ★ 5.0
EP 123
Bill Goldberg
September 26, 2000 • • ★ 5.0
EP 124
Sylvester Stallone
September 27, 2000 • • ★ 5.0
EP 125
Tony Danza
September 28, 2000 • • ★ 5.0
EP 126
Dean Cain
October 2, 2000 • • ★ 8.0
EP 127
Ashton Kutcher
October 3, 2000 • • ★ 1.0
EP 128
Jewel
October 4, 2000 • • ★ 6.0
EP 129
Ralph Nader
October 5, 2000 • • ★ 5.0
EP 130
Alice Cooper
October 16, 2000 • • ★ 5.0
EP 131
Christian Slater
October 17, 2000 • • ★ 6.0
EP 132
Joshua Jackson
October 18, 2000 • • ★ 5.0
EP 133
Brendan Fraser
October 19, 2000 • • ★ 7.0
EP 134
Kevin James
October 23, 2000 • • ★ 2.0
EP 135
Jeff Garlin
October 24, 2000 • • ★ 5.0
EP 136
Posh Spice & Baby Spice
October 25, 2000 • • ★ 5.0
EP 137
Steven Weber
October 26, 2000 • • ★ 5.0
EP 138
Brett Butler
October 30, 2000 • • ★ 5.0
EP 139
David Frost
October 31, 2000 • • ★ 6.0
EP 140
Phil Donahue
November 1, 2000 • • ★ 5.0
EP 141
Michael Richards
November 2, 2000 • • ★ 5.0
EP 142
Arlen Specter
November 6, 2000 • • ★ 5.0
EP 143
Indecision 2000 Choose and Loose
November 7, 2000 • • ★ 5.0
EP 144
Richard Belzer
November 8, 2000 • • ★ 5.0
EP 145
Michael Moore
November 9, 2000 • • ★ 5.0
Tonight, documentary director Michael Moore promoting his TV series on Bravo called The Awful Truth.
EP 146
Adam Sandler
November 13, 2000 • • ★ 5.0
EP 147
Patricia Arquette
November 14, 2000 • • ★ 5.0
EP 148
Adam Sandler
November 15, 2000 • • ★ 5.0
EP 149
Rhys Ifans
November 16, 2000 • • ★ 5.0
EP 150
Tales of Survival with Vance DeGeneres
November 20, 2000 • • ★ 5.0
EP 151
John Goodman
November 27, 2000 • • ★ 7.5
EP 152
Laura San Giacomo
November 28, 2000 • • ★ 5.0
EP 153
Billy Campbell
November 29, 2000 • • ★ 5.0
EP 154
Anthony Clark
November 30, 2000 • • ★ 5.0
EP 155
Thomas Gibson
December 4, 2000 • • ★ 6.0
EP 156
Faith Ford
December 5, 2000 • • ★ 5.0
EP 157
Chris O'Donnell
December 6, 2000 • • ★ 5.0
EP 158
Marlan Wayans
December 7, 2000 • • ★ 5.0
EP 159
Ira Glass
December 11, 2000 • • ★ 5.0
EP 160
Greta Van Susteren
December 12, 2000 • • ★ 5.0
EP 161
Indecision 2000 Special
December 13, 2000 • • ★ 5.0
EP 162
Wolf Blitzer
December 14, 2000 • • ★ 5.0
EP 163
Marla Sokoloff
December 18, 2000 • • ★ 5.0
EP 164
Marisa Tomei
December 19, 2000 • • ★ 5.0
EP 165
Jeri Ryan
December 20, 2000 • • ★ 6.0
Tonight, actress Jeri Ryan promotes her new movie Dracula 2000.
EP 166
Gillian Anderson
December 21, 2000 • • ★ 6.0
Tonight, actress Gillian Anderson from the The X-Files.