01. Martin Short, John Tesh, The Candy Butchers
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September 7, 1999
02. Chris Rock, Ann Curry
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September 8, 1999
03. Sam Donaldson, Illeana Douglas, Jimeoin
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September 9, 1999
04. Tom Brokaw, Michael Beach, Fleming and John
No details
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September 10, 1999
05. Dave Chappelle, Vicki Lewis, John Prine
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September 14, 1999
06. Tom Arnold, David Cross, Louis Black
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September 15, 1999
07. Janeane Garofalo, John Stamos
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September 16, 1999
08. Jenna Elfman, Jerry Springer, Indigenous
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September 17, 1999
09. Chris Kattan, Artie Lange, Cidny Bullens
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September 21, 1999
10. Dennis Rodman, Bruce McCulloch, Rich Hall
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September 22, 1999
11. Norm Macdonald, Sean Hayes
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September 23, 1999
12. Adam Sandler, Peta Wilson, Chris Eigeman
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September 24, 1999
13. Sarah Michelle Gellar, Garth Brooks
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September 28, 1999
14. Isabella Rossellini, Eric Idle, Tom Shillue
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September 29, 1999
15. Brooke Shields, Peter Gallagher, Filter
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September 30, 1999
16. Kevin Spacey, Christina Applegate
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October 1, 1999
17. Molly Shannon, Larry David, Eve
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October 5, 1999
18. Anthony Michael Hall, Steven Wright, Mia St
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October 6, 1999
19. D.b. Sweeney, Elisabeth Shue, Kyle Dunnigan
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October 7, 1999
20. Rob Reiner, Amy Breneman, Sheryl Crow
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October 8, 1999
21. David Boreanaz, Moxy Fruvous
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October 12, 1999
22. Rosie O'Donnell, Serena Williams, Louis The
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October 13, 1999
23. Judd Nelson, Will Ferrell, Tori Amos
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October 14, 1999
24. Jon Stewart, Paula Cole
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October 15, 1999
25. Caroline Rhea, Jesse L. Martin, Greg Giraldo
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October 19, 1999
26. Ving Rhames, Meatloaf, Bush
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October 20, 1999
27. Dylan Mcdermott
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October 21, 1999
28. Gloria Estefan, Jimmy Blaylock
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October 22, 1999
29. Jarod Miller, Alan Cumming, Kevin Smith
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November 2, 1999
30. Lauren Holly, Al Franken, Cafe Tacuba
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November 3, 1999
31. Shannen Doherty, Martin Scorsese, Counting Crows
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November 4, 1999
32. Heather Locklear, Randy Quaid, Dave Grohl
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November 5, 1999
33. Ben Affleck, Denise Richards, Robert Schimmel
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November 9, 1999
34. Lisa Kudrow, Arnold Schwarzenegger
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November 10, 1999
35. David Spade, Jennifer Love Hewitt, Rage Against The Machine
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November 11, 1999
36. Jay Leno, Smash Mouth
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November 12, 1999
37. Charlize Theron, David Bowie
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November 16, 1999
38. Lennox Lewis, Dave Chappelle, Don Knotts
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November 17, 1999
39. Jennifer Aniston, Tim Burton, Los Straight
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November 18, 1999
40. Jerry Springer, Christina Ricci, Louis C.K.
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November 19, 1999
41. Brian Williams, Hillary Swank, Everything But The Girl
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November 23, 1999
42. Jay Mohr, S.epatha Merkerson, Janine Ditull
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November 24, 1999
43. Roshumba, Dave Foley, Joe Strummer
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November 25, 1999
44. Heidi Klum, Sting
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November 26, 1999
45. Kevin Pollack
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November 30, 1999
46. Dan Cronin
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December 1, 1999
47. Garth Brooks, Saffron Burrows
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December 2, 1999
48. Tim Robbins, Laura Kightlinger
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December 3, 1999
49. Susan Sarandon, Carl Reiner
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December 14, 1999
50. Julianne Moore, Rob Schneider, Michael Stip
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December 15, 1999
51. Gwyneth Paltrow, Eriq La Salle, Tonic
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December 16, 1999
52. Jim Carrey, Tony Bennett
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December 17, 1999
53. Tom Brokaw, Alan Rickman, Matthew Sweet
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December 21, 1999
54. Felicity Huffman, Jamie Foxx, Lewis Black
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December 22, 1999
55. Caroline Rhea, Artie Lange, Sloan
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December 23, 1999
56. Matt Damon, Camryn Manheim, Marshall Crensh
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December 28, 1999
57. LL Cool J, Jud Hale, Andy Blitz
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December 29, 1999
58. Darrell Hammond, Frank Mccort, Guster
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December 30, 1999
59. Christopher Walken,joe Montana, Ruth Gerso
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January 4, 2000
60. Clyde Peeling, Samm Levin
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January 5, 2000
61. Episode #7.61
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January 6, 2000
62. Bill Pullman, Catherine Keener, John Linnel
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January 7, 2000
63. Freddie Prinze, Jr., John C. Reilly, Hank Williams Iii
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January 11, 2000
64. Sarah Jessica Parker, Robert Wagner, Carlton Fisk
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January 12, 2000
65. Angelina Jolie, Upright Citizen Brigade, Robert Urich
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January 13, 2000
66. Winona Ryder, Marc Maron, Wilco
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January 14, 2000
67. Ashley Judd, Tracy Morgan, Shelbe Lynn
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January 25, 2000
68. Jeff Bridges, Steve Van Zandt, Sarah Silverman
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January 26, 2000
69. Jason Priestley, Stockard Channing, Maria Bamford
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January 27, 2000
70. Steven Wright, Jack Ingram
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January 28, 2000
71. Al Roker, Todd Barry Richter, Mickey Hart
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February 1, 2000
72. David Arquette, S.epatha Merkerson
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February 2, 2000
73. Alan Cumming, Parker Posey, Live
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February 3, 2000
74. Mary Tyler Moore, Virginie Ledoyen
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February 4, 2000
75. Jenny Mccarthy
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February 8, 2000
76. Jarod Miller, Kareem Abdul-jabbar
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February 9, 2000
77. Julianna Margulies, Suzanne Somers, Betty F
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February 10, 2000
78. Julie Sweeney, Macy Gray
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February 11, 2000
79. Matthew Perry, Charlizetheron, Tony Robbins
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February 15, 2000
80. Rob Lowe, Ed Mcmahon, Beth Orton
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February 16, 2000
81. Jane Seymour, Matthew Modine, Beck
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February 17, 2000
82. John Lithgow, Ana Gasteyer, Aimee Mann
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February 18, 2000
83. Gary Sinise, Eric Mccormack
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February 22, 2000
84. Kevin Pollak, Alex Kingston
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February 23, 2000
85. Howie Mandel, Dan Castellaneta
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February 24, 2000
86. John Stamos, Slipknot
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February 25, 2000
87. The Cure
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February 29, 2000
88. Lisa Rinna
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March 1, 2000
89. Rupert Everett, Ainsley Harriet, George Stephanopoulos
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March 2, 2000
90. Episode #7.90
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March 3, 2000
91. William H. Macy, D.l.hughley, Vernon Chatma
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March 14, 2000
92. Martin Sheen, Alfrocelt Sound System
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March 15, 2000
93. Will Ferrell, Jerry O'Connell, System Of A Down
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March 16, 2000
94. Jon Stewart, Eric Idle, Fran Lebowitz
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March 17, 2000
95. Jim Breuer, Vincent Pastore, David Gray
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March 21, 2000
96. Cynthia Garrett
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March 22, 2000
97. Amy Sedaris, Gabriel Byrne
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March 23, 2000
98. Jim Fowler, Keely Smith
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March 24, 2000
99. Tom Brokaw, Arti Lange, Foo Fighters
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April 4, 2000
100. Jason Gedrick, Dana Carvey, Patton Oswalt
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April 5, 2000
101. David Duchovny, Kyra Sedgewick
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April 6, 2000
102. Bonnie Hunt, William Dafoe, No Doubt
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April 7, 2000
103. Tom Arnold, Heidi Klum, Stereophonics
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April 11, 2000
104. Claudia Schiffer, Frankie Muniz, Ed Byrne
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April 12, 2000
105. Scott Thompson, Hugh Hefner, Sarah Silverman
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April 13, 2000
106. Sherman Hemsley, Josh Rouse
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April 14, 2000
107. Matthew Broderick, Michael Chiklis, David Feldman
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April 18, 2000
108. Rosie O'donnell, Stanley Tucci, Sevendust
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April 19, 2000
109. Matt Lauer, Emar Epps, Dennis Hammil
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April 20, 2000
110. Jack Black, Mira Sorvino, Elliott Smith
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April 21, 2000
111. Harvey Keitel, Michael Palin, Cypress Hill
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April 25, 2000
112. Luke Wilson
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April 26, 2000
113. Bob Costas, Kristen Johnston, Boyd Matson
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April 27, 2000
114. Heather Graham, Julie Warner, Dido
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April 28, 2000
115. Travis
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May 2, 2000
116. Barry White, Upright Citizens Brigade
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May 3, 2000
117. Kevin James, Denis Hamill
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May 4, 2000
118. Tyra Banks, Peter Gallagher
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May 5, 2000
119. Britney Spears, Kyle Maclachlan, Guided By Voices
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May 9, 2000
120. Roma Downey, Greg Giraldo, Craig Bierko
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May 10, 2000
121. Ethan Hawke, Supergrass, Jerry Springer
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May 11, 2000
122. David Boreanaz, Henry Alford
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May 12, 2000
123. Jane Leeves, Jon Lovitz, A Perfect Circle
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May 16, 2000
124. Caroline Rhea, Amy Brenneman, Buzz Aldrin
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May 17, 2000
125. Michael Rapaport, Sarah Michelle Gellar, Tony V
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May 18, 2000
126. William H. Macy, Marie Osmond, Marah
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May 19, 2000
127. Jarod Miller, Jeri Ryan, Son Seals
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May 23, 2000
128. Kevin Nealon, Jake Johanssen
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May 24, 2000
129. Scott Thompson, Craig Bierko, They Might Be Giants
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May 25, 2000
130. Andy's Good-bye Show
Andy Richter retires from the show to pursue his acting career. SPOILER ALERT: It doesn't work out, Conan is given and then loses the Tonight Show and therefore leaves NBC for cable (TBS, to be exact), and Andy rejoins the show.
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May 26, 2000
131. Nathan Lane, Rachel Dratch
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June 6, 2000
132. Kenneth Branagh, Penn & Teller, The Goo Goo Dolls
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June 7, 2000
133. Alicia Silverstone, Andy Dick, Lewis Black
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June 8, 2000
134. Jimmy Smits, White Trash Wins Lotto
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June 9, 2000
135. Kelsey Grammer, Jason Biggs, Yo La Tengo
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June 13, 2000
136. Episode #7.136
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June 14, 2000
137. Jerry Stiller, Bill Braudis
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June 15, 2000
138. Patrick Stewart, Julie Brown, Guy Davis
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June 16, 2000
139. Al Roker, Cheri Oteri, Lou Reed
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June 20, 2000
140. Sam Donaldson, Todd Rundgren
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June 21, 2000
141. Calista Flockhart, Busta Rhyme
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June 22, 2000
142. Samuel L. Jackson, Patricia Heaton, Eugene Mirman
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June 23, 2000
143. Bob Costas, Carmen Electra, Phish
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June 27, 2000
144. Steven Wright, John C. Reilly, Jonathan Richman
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June 28, 2000
145. Nicolas Tuturro, Tracy Morgan, Paul Nardizz
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June 29, 2000
146. Melissa Joan Hart, Marlon Wayans, Swan Dive
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June 30, 2000
147. Tom Arnold, Chris Meloni, Jimmmy Page & The Black Crowes
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July 11, 2000
148. Bill Flanagan, Darrell Hammond, Joy Behar
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July 12, 2000
149. Rebecca Romijn-stamos, Marc Maron
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July 13, 2000
150. Halle Berry, Shawn Wayans, Papa Roach
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July 14, 2000
151. Rich Hall, William Shatner, Sonic Youth
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July 18, 2000
152. Famke Janssen, Arte Lange, Steve Earle
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July 19, 2000
153. Brian Williams, Amber Valetta
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July 20, 2000
154. Al Roker, Vicki Lewis, Skipp Suddoth
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July 21, 2000
155. Harrison Ford, Caroline Rhea, North Mississippi All Stars
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July 25, 2000
156. Christopher Walken, Mr. T, Mike Lukas
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July 26, 2000
157. Dave Chappelle, Kyle Bax, Sarah Vowell
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July 27, 2000
158. Roger Ebert, Richard Roeper, Tara Ma Clean
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July 28, 2000
159. Zach Galifanakis, Craig Bierko
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August 8, 2000
160. Kevin Bacon, Mxpx
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August 9, 2000
161. Donald Sutherland, Todd Barry
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August 10, 2000
162. John Waters
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August 11, 2000
163. Michael Madson, Busta Rhymes
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August 15, 2000
164. Chris Rock, Tom Clancy
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August 16, 2000
165. Triple H, Elizabeth Berkley, Monique
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August 17, 2000
166. Orlando Jones, Brian Setzer Orchestra
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August 18, 2000