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Late Show with David Letterman Season 16 Denis Leary, John Mayer 2008

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Denis Leary and John Mayer are the scheduled guests. Plus, Dave's Mom and the 16th annual pie-guessing contest!

Released: 2008-11-27
Runtime: 63 minutes
Genre: Talk, Comedy
Stars: David Letterman, Paul Shaffer, Alan Kalter
Director: David Letterman

1. Nicolas Cage, Anna Torv, Terrence Howard 2008-09-02

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2. Dr. Phil McGraw, Tilda Swinton, Tricky 2008-09-03

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3. Robin Williams, Shannen Doherty, Duffy 2008-09-04

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4. John Malkovich, Hayden Panettiere, Steve Earle 2008-09-05

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5. Keira Knightley, Thomas L. Friedman 2008-09-08

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6. Jada Pinkett Smith, Chris Russo, Michael Buble 2008-09-09

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7. Sen. Barack Obama, LeBron James 2008-09-10

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8. Jessica Simpson, Jack Hanna 2008-09-11

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9. Meg Ryan, Ricky Gervais 2008-09-12

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10. Bill Clinton, Chris Rock 2008-09-22

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11. Julianne Moore, Tom Dreesen & Tim Reid, Kings of Leon 2008-09-23

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12. Keith Olbermann, Chandra Wilson, Delta Goodrem 2008-09-24

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13. Paris Hilton, Usain Bolt, Morningwood 2008-09-25

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14. Lance Armstrong, Kristen Wiig, TV on the Radio 2008-09-26

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15. Julia Louis-Dreyfus, Michael Cera, Pete Seeger 2008-09-29

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16. Anne Hathaway, Josette Sheeran, The Virgins 2008-09-30

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17. Kate Walsh, Barry Sonnenfeld, Darius Rucker 2008-10-01

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18. Calista Flockhart, Bill Hader, Lucinda Williams 2008-10-02

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19. Brian Williams, Tim Robbins 2008-10-03

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20. Russell Crowe, Sarah Vowell, The Pretenders 2008-10-06

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21. Debra Messing, John Carter, Tegan & Sara 2008-10-07

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22. Dennis Quaid, Sarah Chalke, Buddy Guy 2008-10-08

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23. Bill Murray, Beck 2008-10-09

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24. Jeremy Piven, Elizabeth Banks, Lou Reed 2008-10-10

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25. Sarah Silverman, the Teutuls, Ra Ra Riot 2008-10-13

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26. Josh Brolin, Amy Sedaris, Blues Traveler 2008-10-14

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27. Martin Short, Marv Albert 2008-10-15

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28. Sen. John McCain, Ne-Yo 2008-10-16

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29. Tina Fey, Frank Caliendo, Tim Montana 2008-10-17

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30. Bill O'Reilly, Lauren Conrad 2008-10-27

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31. Regis Philbin, James Taylor 2008-10-28

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32. Alec Baldwin, Paul Mooney, Ryan Adams 2008-10-29

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33. Ashley Olsen, Paul Rudd, John Legend 2008-10-30

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34. Marcia Cross, Alan Zweibel 2008-10-31

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35. Paris Hilton, Elvis Costello, Jenny Lewis, a Top Ten List by Ricky Gervais 2008-11-03

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36. Tom Brokaw, Vera Farmiga 2008-11-05

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37. Ben Stiller, Q-Tip 2008-11-06

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38. Natalie Portman, Artie Lange, Brad Paisley 2008-11-07

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39. Ted Turner, Jamie Oliver, Taylor Swift 2008-11-10

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40. Don Rickles, Amy Brenneman, Alicia Keys 2008-11-11

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41. Russell Brand, Charlie Haden 2008-11-12

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42. Bruce Willis, Sia 2008-11-13

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43. Bill Cosby, Matt Braunger 2008-11-14

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44. Emma Thompson, Michelle Felicetta, Purple Reign 2008-11-17

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45. Carla Bruni Sarkozy, Jack Hanna, Cold Hard Cash 2008-11-18

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46. Katie Couric, Dev Patel, Mr. Brownstone 2008-11-19

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47. Stephen Colbert, Kristen Stewart, Super Diamond 2008-11-20

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48. James Franco, Bruce McCall, The Allstarz 2008-11-21

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49. Nicole Kidman, Simon Baker, Kanye West 2008-11-24

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50. Reese Witherspoon, Harry Connick Jr. 2008-11-25

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51. Teri Hatcher, Ludacris 2008-11-26

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52. Denis Leary, John Mayer 2008-11-27

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53. Tom Arnold, Faith Hill 2008-11-28

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54. Jennifer Connelly, Anderson Cooper, The Duke Spirit 2008-12-08

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55. Amy Adams, Michael Sheen, Jamey Johnson 2008-12-09

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56. Keanu Reeves, Paula Abdul, Loudon Wainwright III 2008-12-10

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57. Sen. John McCain, Bon Iver 2008-12-11

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58. Meryl Streep, Jeff Altman 2008-12-12

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59. Adam Sandler 2008-12-15

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60. Tom Cruise, Fall Out Boy 2008-12-16

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61. Jennifer Aniston, Broken Social Scene 2008-12-17

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62. Will Smith, Of Montreal 2008-12-18

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63. Jerry Seinfeld, Leona Lewis 2008-12-19

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64. Dustin Hoffman, Todd Rundgren 2008-12-22

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65. Jay Thomas, Mickey Rourke, Darlene Love 2008-12-23

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66. Tracy Morgan, Matt Braunger 2008-12-26

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67. Kate Hudson, Glasvegas 2009-01-05

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68. Kevin James, Becky Quick, Erin McCarley 2009-01-06

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69. Ricky Gervais, Rose Byrne, Okkervil River 2009-01-07

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70. Kate Winslet, Marv Albert 2009-01-08

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71. Kiefer Sutherland, Wendy Liebman 2009-01-09

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72. Billy Crystal, Kara DioGuardi 2009-01-12

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73. Salma Hayek, Jimmie Walker 2009-01-13

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74. Clint Eastwood, Randy Rogers Band 2009-01-14

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75. Kyra Sedgwick, Gwen Ifill 2009-01-15

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76. Zach Braff, Arj Barker, The Airborne Toxic Event 2009-01-16

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77. Brian Williams, Ben Kweller 2009-01-26

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78. Evangeline Lilly, Seth Meyers, Andrew Bird 2009-01-27

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79. Lauren Graham, Guy Fieri, MENEW 2009-01-28

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80. Renee Zellweger, Tony Dungy, Graham Nash sits in with the band 2009-01-29

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81. Mary Hicks, the Gaslight Anthem 2009-01-30

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82. Ben Roethlisberger, Steve Martin 2009-02-02

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83. Rod Blagojevich, Richard Jenkins 2009-02-03

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84. Joe Torre, Demetri Martin, Lyle Lovett and John Hiatt 2009-02-04

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85. Isla Fisher, extreme fisherman Matt Watson, Mark Olson and Gary Louris, a Top Ten List presented by Lil' Wayne 2009-02-05

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86. Dakota Fanning, Keith Alberstadt, Beirut 2009-02-06

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87. Naomi Watts, Danny McBride, 2009 Sports Illustrated Swimsuit Issue cover reveal 2009-02-09

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88. The crew of US Airways "Miracle On The Hudson" Flight 1549, Heartless Bastards 2009-02-10

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89. Joaquin Phoenix, Bar Refaeli, Anthony Hamilton 2009-02-11

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90. Chris Russo, the Jonas Brothers, Ashford & Simpson 2009-02-12

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91. Martha Stewart, Jake Johannsen, Matt Nathanson 2009-02-13

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92. Ellen Pompeo, Daytona 500 winner Matt Kenseth, Willie Nelson with Asleep at the Wheel 2009-02-16

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93. Bonnie Hunt, M. Ward 2009-02-17

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94. Donald Trump, Antony and the Johnsons 2009-02-18

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95. David Spade, Jeffrey Sachs, David Sanborn with Sam Moore 2009-02-19

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96. Barbara Walters, Mike Birbiglia, Shemekia Copeland 2009-02-20

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97. Katie Couric, U2 2009-03-02

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98. Felicity Huffman, Artie Lange, U2 2009-03-03

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99. Dr. Phil McGraw, U2 2009-03-04

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100. Jon Stewart, U2, a Top Ten List featuring 10 Team USA members from the World Baseball Classic 2009-03-05

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101. Jason Segel, Brian Kiley, U2 2009-03-06

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102. Russell Brand, Jack Hanna 2009-03-09

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103. Stupid Pet Tricks, Paul Rudd, Razorlight 2009-03-10

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104. Tom Brokaw, An Horse 2009-03-11

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105. Andy Samberg, Paul Teutul Sr., the Broadway cast of "West Side Story" 2009-03-12

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106. Will Ferrell, Cursive 2009-03-13

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107. Nicolas Cage, Rachel Maddow 2009-03-16

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108. Julia Roberts, Bell X1 2009-03-17

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109. Craig Ferguson, Ginnifer Goodwin, Modest Mouse 2009-03-18

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110. Billy Crystal, Kara DioGuardi, a Top Ten List presented by Owen Wilson 2009-03-19

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111. David Spade, Richard Zoglin, David Sanborn and Sam Moore 2009-03-20

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112. Hugh Laurie, Bloc Party 2009-03-23

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113. Mary Tyler Moore, Blake Lively, White Lies 2009-03-24

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114. Christina Applegate, Jim Gaffigan, Jesse Harris with Norah Jones 2009-03-25

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115. Seth Rogen, Tom Dreesen, Adele 2009-03-30

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116. Bill O'Reilly, Marianne Faithfull 2009-03-31

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117. Marg Helgenberger, Francisco Palacios, Ray LaMontagne 2009-04-01

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118. Michael J. Fox, the Fray 2009-04-02

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119. Denis Leary, Diana Krall 2009-04-03

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120. Zac Efron, Mike Golic and Mike Greenberg, A.C. Newman with Nicole Atkins 2009-04-13

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121. Kelly Ripa, Bill Scheft, Yeah Yeah Yeahs 2009-04-14

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122. Drew Barrymore, Jack McBrayer, Neko Case 2009-04-15

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123. Matthew Perry, Elisha Cuthbert, Rascal Flatts 2009-04-16

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124. Russell Crowe, Joe Wong 2009-04-17

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125. Jeff Goldblum, Jeff Dunham 2009-04-20

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126. Nathan Lane, Tinted Windows 2009-04-21

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127. Beyonce, Jim Parsons 2009-04-22

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128. Jamie Foxx, Lauren Conrad, the Dead 2009-04-23

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129. Michael Keaton, Lily Allen 2009-04-24

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130. Matthew Fox, Carol Leifer, the All-American Rejects, a Top Ten List presented by Matthew Stafford 2009-04-27

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131. Dolly Parton, Zachary Quinto 2009-04-28

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132. Jennifer Garner, Tesla Motors CEO Elon Musk, Manchester Orchestra 2009-04-29

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133. Regis Philbin, a performance by the Broadway cast of "Hair" 2009-04-30

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134. Kiefer Sutherland, Jim Norton, Bat for Lashes 2009-05-01

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135. Gordon Ramsay, Chris Pine, Keri Hilson with Kanye West 2009-05-04

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136. Liev Schreiber, Dr. Sanjay Gupta, Franz Ferdinand 2009-05-05

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137. Bruce Willis, Ben Harper & Relentless7 2009-05-06

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138. Norm MacDonald, a Top Ten List presented by Leonard Nimoy, Animal Collective 2009-05-07

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139. Matthew Broderick, Brian Regan, Chris Cornell 2009-05-08

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140. Tom Hanks, the Killers 2009-05-11

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141. Alec Baldwin, Maya Rudolph, Chrisette Michele 2009-05-12

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142. Robin Williams, Wynton Marsalis 2009-05-13

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143. Kid Scientists, Teri Hatcher, Rick Ross with Magazeen, a Top Ten List presented by Ron Howard 2009-05-14

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144. John Goodman, Tommy Tiernan, Mastodon 2009-05-15

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145. Ben Stiller, White Rabbits 2009-05-18

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146. Jane Fonda, Piedmont Bird Callers, Kenny Chesney 2009-05-19

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147. Stephen Colbert, General Motors Vice Chairman Bob Lutz, Grizzly Bear 2009-05-20

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148. Amy Sedaris, Ed Helms, Jean Redpath 2009-05-21

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149. Ricky Gervais, Green Day 2009-05-22

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150. Bill Cosby, Helio Castroneves, Melody Gardot 2009-06-01

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151. Jack Hanna, John Krasinski 2009-06-02

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152. Jessica Biel, Zach Galifianakis, Steve Earle 2009-06-03

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153. Elvis Costello, a Top Ten List presented by Neil Patrick Harris 2009-06-04

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154. Paris Hilton, Calvin Borel, Steven Wright 2009-06-05

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155. Howard Stern, Mos Def 2009-06-08

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156. Julia Roberts, Black Eyed Peas 2009-06-09

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157. Kathy Griffin, Stupid Human Tricks, Sonic Youth, an NBA Finals report by Phoenix Suns' Steve Nash 2009-06-10

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158. Denzel Washington, the Jonas Brothers, a Top Ten List with Regis Philbin 2009-06-11

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159. Sandra Bullock, Pete Correale, P.J. Harvey & John Parish 2009-06-12

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160. Jack Black, M.A. Sanjayan 2009-06-15

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161. Michelle Pfeiffer, Judah Friedlander, Ian McLagan & the Bump Band 2009-06-16

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162. Ryan Reynolds, Padma Lakshmi, the Eels 2009-06-17

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163. Danny DeVito, Bear Grylls, Phoenix 2009-06-18

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164. Jada Pinkett Smith, Michael Cera, the Sounds 2009-06-19

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165. Samuel L. Jackson, Emeril Lagasse, Iggy Pop & the Brighton Port Authority 2009-06-22

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166. Sandra Day O'Connor, MSTRKRFT with John Legend, a Top Ten List presented by Lucas Glover 2009-06-23

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167. Ray Romano, St. Vincent 2009-06-24

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168. Johnny Depp, Megan Fox 2009-06-25

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169. Martin Short, Regina Spektor 2009-06-26

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170. Serena Williams, Hayden Panettiere, Conor Oberst and the Mystic Valley Band 2009-07-06

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171. Sacha Baron Cohen, Joel McHale 2009-07-07

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172. Queen Latifah, Emma Watson 2009-07-08

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173. Daniel Radcliffe, Veronika Part, Levon Helm, a Top Ten List presented by Bruno 2009-07-09

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174. Rainn Wilson, Larry Miller, Maxwell 2009-07-10

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175. Jonah Hill, Gar Ryness, Kelly Clarkson 2009-07-13

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176. Edie Falco, Michael Showalter, Wilco with Feist 2009-07-14

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177. Paul McCartney, a Top Ten List presented by Bruce Willis 2009-07-15

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178. Anderson Cooper, Anna Paquin, Grizzly Bear 2009-07-16

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179. Tom Arnold, Metric, a Top Ten List presented by Dave's mom Dorothy 2009-07-17

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180. Katherine Heigl, Jeff Altman, Spinnerette 2009-07-20

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181. Kevin Spacey, Jesse James, the Flatlanders, a Top Ten List presented by Stewart Cink 2009-07-21

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182. Tracy Morgan, Leslie Mann, Diane Birch 2009-07-22

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183. Sean "Diddy" Combs, Vera Farmiga, Ginuwine with Missy Elliott 2009-07-23

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184. Amy Poehler, Nick Griffin, Judy Collins 2009-07-24

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185. Eric Bana, Dave Matthews Band, a Top Ten List presented by Chicago White Sox star Mark Buehrle 2009-07-27

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186. Katie Couric, Silversun Pickups 2009-07-28

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187. Amy Adams, Tom Dreesen, Elbow 2009-07-29

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188. Adam Sandler, Cage the Elephant 2009-07-30

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189. Regis Philbin, Ted Alexandro, Dave Matthews Band 2009-07-31

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190. Quentin Tarantino, Eric Ripert, Robert Cray 2009-08-17

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191. Donald Trump, Diane Kruger, Billy Currington, a Top Ten List presented by Britney Spears 2009-08-18

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192. Mike Myers, Ken Burns 2009-08-19

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193. Anna Wintour, Mark Teixeira 2009-08-24

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194. Renee Zellweger, Gary Mule Deer 2009-08-20

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195. Christina Applegate, Brendan Benson, Patton Oswalt 2009-08-21

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196. Anna Wintour, Mark Teixeira 2009-08-24

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197. Mary-Louise Parker, Eugene Levy, Jet 2009-08-25

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198. Anne Heche, Jim Parsons, Care Bears on Fire 2009-08-26

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199. Andy Roddick, Rachael Ray, Mutemath 2009-08-27

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200. Artie Lange, Todd Barry, Imogen Heap 2009-08-28

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