Late Show with David Letterman Season 16 Episode 50 Reese Witherspoon, Harry Connick Jr. 2008
6.326/10 by 132 users
Dave calls out Tony for making him read the same monologue joke twice; after President Bush pardoned 14 convicted felons that week, Dave and Alan grant clemency to an audience member; Reese Witherspoon relives her 2005 Oscar win and plugs Four Christmases; Harry Connick Jr. performs "It's The Most Wonderful Time of the Year."
- Released: 2008-11-25
- Runtime: 63 minutes
- Genre: Talk, Comedy
- Stars: David Letterman, Paul Shaffer, Alan Kalter
- Director: David Letterman
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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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5. Keira Knightley, Thomas L. Friedman 2008-09-08
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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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13. Paris Hilton, Usain Bolt, Morningwood 2008-09-25
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19. Brian Williams, Tim Robbins 2008-10-03
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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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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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36. Tom Brokaw, Vera Farmiga 2008-11-05
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37. Ben Stiller, Q-Tip 2008-11-06
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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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46. Katie Couric, Dev Patel, Mr. Brownstone 2008-11-19
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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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55. Amy Adams, Michael Sheen, Jamey Johnson 2008-12-09
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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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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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77. Brian Williams, Ben Kweller 2009-01-26
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79. Lauren Graham, Guy Fieri, MENEW 2009-01-28
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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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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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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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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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104. Tom Brokaw, An Horse 2009-03-11
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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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112. Hugh Laurie, Bloc Party 2009-03-23
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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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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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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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131. Dolly Parton, Zachary Quinto 2009-04-28
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137. Bruce Willis, Ben Harper & Relentless7 2009-05-06
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140. Tom Hanks, the Killers 2009-05-11
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142. Robin Williams, Wynton Marsalis 2009-05-13
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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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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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151. Jack Hanna, John Krasinski 2009-06-02
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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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160. Jack Black, M.A. Sanjayan 2009-06-15
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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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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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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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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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182. Tracy Morgan, Leslie Mann, Diane Birch 2009-07-22
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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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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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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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199. Andy Roddick, Rachael Ray, Mutemath 2009-08-27
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200. Artie Lange, Todd Barry, Imogen Heap 2009-08-28
