Season 5 (2008)
Episodes
- 1. Julie Bowen / Jonathan Winters / Priscilla Ahn
- 2. Katey Sagal / Nathan Fillion
- 3. Julie Chen / Maria Bello / Shelby Lynne
- 4. Eva Longoria / Neal McDonough
- 5. Kal Penn / Gabe Dixon Band
- 6. Julie Chen / Neil Patrick Harris / Sophia Myles
- 7. Russell Brand / Margaret Cho
- 8. Alice Cooper / AnnaLynne McCord
- 9. Lynn Ferguson / Lance Morrow
- 10. Seann William Scott / Lena Heady
- 11. Julie Chen / Jason Biggs / The Ting Tings
- 12. Paulina Porizkova / Ken Tucker / Tally Hall
- 13. Alan Alda / Illeana Douglas
- 14. Jason Segel / Dr Dog / Steve Hofstetter
- 15. Kristen Bell / Josh Radnor
- 16. Denis Leary / Marianne Jean-Baptiste
- 17. John Krasinski / Lisa Masterson
- 18. Michael Clarke Duncan / Shirley Manson / Jamie Lidell
- 19. Tim Gunn / Elizabeth Reaser
- 20. Drew Carey / Tony Parker / Lady Antebellum
- 21. Melina Kanakaredes / Gina Carano / Amy Macdonald
- 22. Tim Daly / Anna Friel / Alice Cooper
- 23. Jennifer Love Hewitt / Jim Parsons
- 24. Lauren Graham / Patrick Pedraja / Michael Franti & Spearhead
- 25. Margaret Cho / Randy Newman / Randy Newman
- 26. Seth Green / Betty White / Smothers Brothers
- 27. Thandie Newton / Barry Sonnenfeld / Jim Bianco
- 28. Rufus Sewell / Natasha Bedingfield
- 29. Russell Crowe / Jennifer Esposito
- 30. Matt Lucas & David Walliams / Tom Morello
- 31. Dee Dee Myers / Noah Emmerich
- 32. Rachael Ray / Leanne Marshall / Laura Marling
- 33. Chris Matthews / Christopher Mintz-Plasse
- 34. John Malkovich / Little Jackie
- 35. Mo'Nique / Bill Santiago / Lenka
- 36. Kathy Griffin / Carl Bernstein
- 37. Pepe the King Prawn / Saffron Burrows
- 38. Ben Stein / Parminder Nagra / The New York Dolls
- 39. Kevin Smith / Kaitlin Olson
- 40. Lauren Graham / The Damned
- 41. Bill Maher
- 42. Paris Hilton / Drew Pinsky
- 43. Elizabeth Banks / Jay Mohr
- 44. Christian Slater / Luke Dempsey / Eric Hutchinson
- 45. Mark Harmon / Ron White
- 46. Coolio / Tom Dreesen / Tim Reid
- 47. Seann William Scott / Kathy Kinney
- 48. Andy Richter / Cold War Kids
- 49. Jim Parsons / Ray Davies
- 50. Poppy Montgomery / Nick Hornby
- 51. Steve Harvey / Sarah Shahi / The Bacon Brothers
- 52. James Lipton / Sara Gilbert / Sarah McLachlan
- 53. Larry the Cable Guy / Third Day
- 54. George Hamilton / Cobie Smulders
- 55. Eamonn Walker / Low vs Diamond
- 56. Neil Patrick Harris / Julia Fordham
- 57. Adam Arkin / Jen Kirkman / Adele
- 58. Tony Curtis / Megalyn Echikunwoke / Oppenheimer
- 59. Kristin Chenoweth / Diedrich Bader
- 60. Chi McBride / Seal
- 61. Elizabeth Banks / Ken Tucker
- 62. Alfred Molina / Tokyo Police Club
- 63. Brooke Shields / Dom Irrera
- 64. Carrie Fisher / Julie Benz
- 65. Carmen Electra / Dennis Lehane
- 66. Don Rickles / Joanna Garcia
- 67. Samuel L. Jackson / Death Cab for Cutie
- 68. Julia Ormond / Michael Connelly
- 69. Jeffrey Tambor / Patrick Keane
- 70. Joel McHale / Matt Nathanson
- 71. Billy Bob Thornton / Conor Oberst
- 72. Kristen Bell / Wolfgang Puck
- 73. Richard Lewis / Tracie Thoms
- 74. Marisa Tomei / Pauley Perrette
- 75. William Shatner / Jazmine Sullivan
- 76. Amy Sedaris / Dennis Haysbert
- 77. Ted Danson / Paula Poundstone
- 78. John Corbett / Tracie Thoms
- 79. Kristin Scott Thomas / Josh Jackson
- 80. John Waters / Norah O'Donnell
- 81. Wanda Sykes / Glasvegas
- 82. Dev Patel / Greg Proops
- 83. Sarah Chalke / Jeffrey Dean Morgan / Seal
- 84. Joel McHale / The Submarines
- 85. Trace Adkins / Perez Hilton
- 86. Jennifer Love Hewitt / Matthew Rhys
- 87. James Earl Jones / Rosemarie DeWitt
- 88. Chris Matthews / Paul Morrissey
- 89. RZA / Jared Harris
- 90. Cuba Gooding Jr. / Freida Pinto
- 91. Dominic Monaghan / Rosemarie DeWitt
- 92. Michael Sheen / Russell Peters / Sharon Jones & The Dap-Kings
- 93. Alfred Molina / Lance Burton
- 94. Robin Williams / Jason Randal
- 95. Samuel L. Jackson / Jason Hudy
- 96. Garry Shandling / Ed Alonzo
- 97. Kristen Bell / Franz Ferdinand
- 98. Michael Clarke Duncan / Richard Zoglin / Adele
- 99. Sean Combs / Olivia Williams
- 100. Steve Coogan / Connie Britton
- 101. Lewis Black / Shirley Manson
- 102. Tom Selleck / Glen Campbell
- 103. David Boreanaz / Philip Johnson / Zac Brown Band
- 104. Bill Maher / Chris Klein
- 105. Wynonna / Peter Bart
- 106. Paula Abdul / Carl Edwards
- 107. Rosie O'Donnell / The Knux
- 108. Paris Hilton / Dee Dee Myers
- 109. Kristin Davis / Wolfgang Puck
- 110. Desmond Tutu
- 111. Holly Hunter / Andrew Bird
- 112. Amy Adams / M Ward / Nick Griffin
- 113. Jason Segel / Dave Attell
- 114. Rosario / Gordon Ramsay
- 115. Tim Daly / Kara Cooney
- 116. Jim Parsons / Sara Bareilles
- 117. Christina Ricci / Mike Birbiglia
- 118. Regis Philbin / The Upper Crust
- 119. Julia Louis-Dreyfus / Dropkick Murphys
- 120. Steven Wright / Rashida Jones
- 121. Paul Rudd / George Wallace
- 122. Virginia Madsen / Jason Ritter / Chicago
- 123. Jerry O'Connell / Tucker Albrizzi / Patrick Pedraja / Ra Ra Riot
- 124. William Shatner / Regina King
- 125. Isabella Rossellini / Linda Cardellini
- 126. Jennifer Tilly / Heidi Newfield
- 127. Brittany Murphy / Christopher Gorham
- 128. Zooey Deschanel / Lance Krall
- 129. Dwight Yoakam / Mary McCormack
- 130. Adam Goldberg / Anna Gunn / Brett Dennen
- 131. Michael Caine / Matt Beatz
- 132. Madeleine Albright / Amy Smart
- 133. Jessica Lange / Tom Lennon / Madeleine Peyroux
- 134. Simon Cowell / Jean Smart / Erin McCarley
- 135. Rob Morrow / Jean-Michel Cousteau
- 136. Bob Barker / Jean Smart
- 137. Teri Hatcher / Martina McBride
- 138. Eddie Izzard / Chris Botti
- 139. Shirley Manson / Breckin Meyer
- 140. John McEnroe / Stana Katic
- 141. Kenneth Branagh / Antony and the Johnsons
- 142. Michael Douglas / Carrie Ann Inaba
- 143. Henry Winkler / Ricky Hatton
- 144. Jeffrey Dean Morgan / Stana Katic
- 145. George Hamilton / Jenny Lewis
- 146. Melina Kanakaredes / Nathan Fillion / Zac Brown Band
- 147. Matthew McConaughey / Cokie Roberts
- 148. Amy Smart / Kunal Nayyar
- 149. Steven Wright / Bryce Dallas Howard
- 150. Paulina Porizkova / Andy Nulman
- 151. Laurence Fishburne / Paula Poundstone
- 152. Howie Mandel / Laura Lippman
- 153. Ewan McGregor / All American Rejects
- 154. Justin Long / Lawrence Block
- 155. Kathy Griffin / Nelson George
- 156. Guy Pearce / Hattie Hayridge
- 157. John Waters / Manda Mosher
- 158. Mark Ruffalo / Mindy Kaling / The Decemberists
- 159. Bob Saget / P. W. Singer
- 160. Chris Isaac / Moon Bloodgood
- 161. Mary-Louise Parker / Guillermo del Toro / Tori Amos
- 162. Denis Leary / Diane Birch
- 163. Jeffrey Tambor / Gabrielle Anwar
- 164. Elizabeth Perkins / Mark Burnett / Bernie Williams
- 165. Chris Kattan / Henry Cho
- 166. Kevin Bacon / Michael Irvin
- 167. Dame Edna Everage
- 168. Chris Matthews / Theresa Andersson
- 169. Larry King / Anna Friel
- 170. Dane Cook / Peter Travers
- 171. Holly Hunter / Camera Obscura
- 172. Jeff Foxworthy / Gavin DeGraw
- 173. Julia Ormond / Derrick Pitts
- 174. Sandra Bullock / Metric / David Feldman
- 175. Bryan Cranston / Ben Kweller
- 176. Marion Cotillard / Michael Musto
- 177. Jim Parsons / James Frey
- 178. Mary Steenburgen / Bettye LaVette / Todd Sawyer
- 179. Larry David / Wolfgang Puck
- 180. Lisa Kudrow
- 181. Eric Idle / Dr. Lisa Masterson
- 182. Evan Rachel Wood / Christopher Gorham
- 183. Julie Chen / Michael Ian Black / Will Dailey
- 184. Jeff Goldblum / Jackie Collins
- 185. Ray Romano / Michael Bublé
- 186. Selma Blair / Connie Schultz
- 187. John Larroquette / Will Dailey / Charlie Viracola
- 188. Rosie Perez / Mike Massimino
- 189. Isaac Mizrahi / Shohreh Aghdashloo
- 190. Paris Hilton / Alan Furst / Ray LaMontagne
- 191. Margaret Cho / Michael Lewis / Eric Church
- 192. Gerard Butler / Jackie Collins
- 193. Tom Lennon / Kelly Rowland / Dobie Maxwell
- 194. Cheryl Hines / Ben Mezrich
- 195. Rashida Jones / José Andrés / Jim Breuer
- 196. Chelsea Handler / Richard Wolffe
- 197. Christiane Amanpour / Johnny Galecki
- 198. Toni Collette / Rodney Carrington
- 199. James Spader / Rose Byrne
- 200. Saffron Burrows
- 201. Edie Falco / Les Stroud / Lisa Landry
- 202. Tony Shalhoub / Minka Kelly
- 203. Wolf Blitzer / Rose Byrne
- 204. Zooey Deschanel / Glasvegas
- 205. Don Rickles / Sharon Jones & The Dap-Kings
- 206. Carrot Top / Alexis Bledel
- 207. Betty White / Mitch Albom / Bonnie Raitt & Taj Mahal
- 208. Eric Bana / Holly Williams
- 209. Jon Cryer
- 210. Liza Minnelli / Kara Cooney