The identity of The Masturbating Bear is revealed, after he crosses a line by self-pleasuring during the Christmas show.
1. Martin Short/John Tesh/Candy Butchers
Aired: Sep 7, 1999
Aired: Sep 8, 19993. Sam Donaldson/Illeana Douglas/Jimeoin
Aired: Sep 9, 19994. Tom Brokaw/Michael Beach/Fleming and John
Aired: Sep 10, 19995. Dave Chappelle/Vicki Lewis/John Prine
Aired: Sep 14, 19996. Tom Arnold/David Cross/Lewis Black
Aired: Sep 15, 19997. Janeane Garofalo/John Stamos
Aired: Sep 16, 19998. Jenna Elfman/Mark McKinney/Indigenous
Aired: Sep 17, 19999. Chris Kattan/Artie Lange/Cidny Bullens
Aired: Sep 21, 199910. Dennis Rodman/Bruce McCulloch/Rich Hall
Aired: Sep 22, 1999Aired: Sep 23, 199912. Adam Sandler/Peta Wilson/Chris Eigeman
Aired: Sep 24, 199913. Sarah Michelle Gellar/Garth Brooks
Aired: Sep 28, 1999
14. Isabella Rossellini/Eric Idle/Tom Shillue
Aired: Sep 29, 199915. Brooke Shields/Peter Gallagher/Filter
Aired: Sep 30, 1999
16. Kevin Spacey/Christina Applegate/Naseem Hamed
Aired: Oct 1, 1999
17. Molly Shannon/Larry David/Eve
Aired: Oct 5, 199918. Anthony Michael Hall/Steven Wright/Mia St. John
Aired: Oct 6, 199919. D.B. Sweeney/Elisabeth Shue/Kyle Dunnigan
Aired: Oct 7, 199920. Rob Reiner/Amy Brenneman/Sheryl Crow
Aired: Oct 8, 1999
21. David Boreanaz/Moxy Früvous
Aired: Oct 12, 199922. Rosie O'Donnell/Serena Williams/Louis Theroux
Aired: Oct 13, 199923. Judd Nelson/Will Ferrell/Tori Amos
Aired: Oct 14, 1999Aired: Oct 15, 199925. Caroline Rhea/Jesse L. Martin/Greg Giraldo
Aired: Oct 19, 199926. Ving Rhames/Meat Loaf/Bush
Aired: Oct 20, 1999
27. Dylan McDermott/Mick Foley/Jimmie's Chicken Shack
Aired: Oct 21, 199928. Gloria Estefan/Jerry O'Connell/Jimmy Blacklock
Aired: Oct 22, 199929. Jarod Miller/Alan Cumming/Kevin Smith
Aired: Nov 2, 199930. Lauren Holly/Al Franken/Café Tacuba
Aired: Nov 3, 199931. Shannen Doherty/Martin Scorsese/Counting Crows
Aired: Nov 4, 1999
32. Heather Locklear/Randy Quaid/Dave Grohl
Aired: Nov 5, 1999
33. Ben Affleck/Denise Richards/Robert Schimmel
Aired: Nov 9, 1999
34. Lisa Kudrow/Arnold Schwarzenegger
Aired: Nov 10, 1999
35. David Spade/Jennifer Love Hewitt/Rage Against the Machine
Aired: Nov 11, 1999
36. Jay Leno/Rebecca Romijn/Smash Mouth
Aired: Nov 12, 199937. Charlize Theron/David Bowie
Aired: Nov 16, 199938. Lennox Lewis/Dave Chappelle/Don Knotts
Aired: Nov 17, 1999
39. Jennifer Aniston/Tim Burton/Los Straitjackets
Aired: Nov 18, 199940. Jerry Springer/Christina Ricci/Louis C.K.
Aired: Nov 19, 199941. Brian Williams/Hilary Swank/Everything but the Girl
Aired: Nov 23, 199942. Jay Mohr/S. Epatha Merkerson/Janine Ditullio
Aired: Nov 24, 199943. Roshumba/Dave Foley/Joe Strummer
Aired: Nov 25, 1999
Aired: Nov 26, 1999Aired: Nov 30, 1999Aired: Dec 1, 199947. Garth Brooks/Saffron Burrows
Aired: Dec 2, 199948. Tim Robbins/Laura Kightlinger/Timothy 'Speed' Levitch
Aired: Dec 3, 199949. Susan Sarandon/Carl Reiner
Aired: Dec 14, 199950. Julianne Moore/Rob Schneider/Michael Stipe
Aired: Dec 15, 199951. Gwyneth Paltrow/Eriq La Salle/Tonic
Aired: Dec 16, 1999
Aired: Dec 17, 1999The identity of The Masturbating Bear is revealed, after he crosses a line by...
53. Tom Brokaw/Alan Rickman/Matthew Sweet
Aired: Dec 21, 1999
54. Felicity Huffman/Jamie Foxx/Lewis Black
Aired: Dec 22, 199955. Caroline Rhea/Artie Lange/Sloan
Aired: Dec 23, 199956. Matt Damon/Camryn Manheim/Marshall Crenshaw
Aired: Dec 28, 199957. LL Cool J/Jud Hale/Andy Blitz
Aired: Dec 29, 199958. Darrell Hammond/Frank McCourt/Guster
Aired: Dec 30, 199959. Christopher Walken/Joe Montana/Ruth Gerson
Aired: Jan 4, 2000
Aired: Jan 5, 2000Aired: Jan 6, 200062. Bill Pullman/Catherine Keener/John Linnell
Aired: Jan 7, 200063. Freddie Prinze Jr./John C. Reilly
Aired: Jan 11, 200064. Sarah Jessica Parker/Robert Wagner/Carlton Fisk
Aired: Jan 12, 200065. Angelina Jolie/Upright Citizens Brigade/Robert Urich
Aired: Jan 13, 2000
66. Winona Ryder/Marc Maron/Wilco
Aired: Jan 14, 200067. Ashley Judd/Tracy Morgan/Shelby Lynne
Aired: Jan 25, 200068. Jeff Bridges/Steven Van Zandt/Sarah Silverman
Aired: Jan 26, 2000
69. Jason Priestley/Stockard Channing/Maria Bamford
Aired: Jan 27, 2000
70. Steven Wright/Paul Thomas Anderson/Jack Ingram
Aired: Jan 28, 200071. Al Roker/Todd Barry/Mickey Hart
Aired: Feb 1, 200072. David Arquette/S. Epatha Merkerson
Aired: Feb 2, 200073. Alan Cumming/Parker Posey/Live
Aired: Feb 3, 200074. Mary Tyler Moore/Virginie Ledoyen
Aired: Feb 4, 2000Aired: Feb 8, 2000
76. Jarod Miller/Kareem Abdul-Jabbar
Aired: Feb 9, 200077. Julianna Margulies/Suzanne Somers
Aired: Feb 10, 200078. Peta Wilson/Julia Sweeney/Macy Gray
Aired: Feb 11, 200079. Matthew Perry/Charlize Theron/Tony Robbins
Aired: Feb 15, 200080. Rob Lowe/Ed McMahon/Beth Orton
Aired: Feb 16, 2000
81. Jane Seymour/Matthew Modine/Beck
Aired: Feb 17, 2000
82. John Lithgow/Ana Gasteyer/Aimee Mann
Aired: Feb 18, 200083. Gary Sinise/Horatio Sanz/Robert Schimmel
Aired: Feb 22, 200084. Kevin Pollak/Alex Kingston
Aired: Feb 23, 2000
85. Howie Mandel/Dan Castellaneta
Aired: Feb 24, 2000Aired: Feb 25, 2000Aired: Feb 29, 2000Aired: Mar 1, 200089. Rupert Everett/George Stephanopoulos/Ainsley Harriott
Aired: Mar 2, 2000Aired: Mar 3, 200091. William H. Macy/D.L. Hughley/Vernon Chatman
Aired: Mar 14, 200092. Martin Sheen/Afro Celt Sound System
Aired: Mar 15, 200093. Will Ferrell/Jerry O'Connell/System of a Down
Aired: Mar 16, 2000
94. Jon Stewart/Eric Idle/Fran Lebowitz
Aired: Mar 17, 200095. Jim Breuer/Vincent Pastore/David Gray
Aired: Mar 21, 2000Aired: Mar 22, 2000
Aired: Mar 23, 2000Aired: Mar 24, 200099. Tom Brokaw/Artie Lange/Foo Fighters
Aired: Apr 4, 2000100. Jason Gedrick/Dana Carvey/Patton Oswalt
Aired: Apr 5, 2000101. David Duchovny/Kyra Sedgwick
Aired: Apr 6, 2000102. Bonnie Hunt/Willem Dafoe/No Doubt
Aired: Apr 7, 2000103. Tom Arnold/Heidi Klum/Stereophonics
Aired: Apr 11, 2000104. Claudia Schiffer/Frankie Muniz/Ed Byrne
Aired: Apr 12, 2000105. Scott Thompson/Hugh Hefner/Sarah Silverman
Aired: Apr 13, 2000106. Sherman Hemsley/Josh Rouse
Aired: Apr 14, 2000107. Matthew Broderick/Michael Chiklis/David Feldman
Aired: Apr 18, 2000108. Rosie O'Donnell/Stanley Tucci/Sevendust
Aired: Apr 19, 2000
109. Matt Lauer/Omar Epps/Denis Hamill
Aired: Apr 20, 2000110. Jack Black/Mira Sorvino/Elliott Smith
Aired: Apr 21, 2000111. Harvey Keitel/Michael Palin/Cypress Hill
Aired: Apr 25, 2000Aired: Apr 26, 2000113. Bob Costas/Kristen Johnston/Boyd Matson
Aired: Apr 27, 2000114. Heather Graham/Julie Warner/Dido
Aired: Apr 28, 2000115. Allan Houston/Jimmy Tingle/Travis
Aired: May 2, 2000
116. Al Franken/Barry White/Upright Citizens Brigade
Aired: May 3, 2000
Aired: May 4, 2000118. Tyra Banks/Peter Gallagher
Aired: May 5, 2000
119. Britney Spears/Kyle MacLachlan/Guided by Voices
Aired: May 9, 2000120. Roma Downey/Greg Giraldo/Henry Alford
Aired: May 10, 2000121. Ethan Hawke/Jerry Springer/Supergrass
Aired: May 11, 2000David Boreanaz, Ethan Hawke, Jerry Springer guesting.
122. Molly Shannon & Will Ferrell/David Boreanaz/Mike Lupica
Aired: May 12, 2000123. Jane Leeves/Jon Lovitz/A Perfect Circle
Aired: May 16, 2000124. Caroline Rhea/Amy Brenneman/Buzz Aldrin
Aired: May 17, 2000125. Michael Rapaport/Sarah Michelle Gellar/Tony V.
Aired: May 18, 2000126. William H. Macy/Marie Osmond/Marah
Aired: May 19, 2000127. Jarod Miller/Jeri Ryan/Son Seals
Aired: May 23, 2000128. Kevin Nealon/Jake Johannsen
Aired: May 24, 2000Conan's 'Photo Album' skits
129. Scott Thompson/Craig Bierko/They Might Be Giants
Aired: May 25, 2000Aired: May 26, 2000Andy Richter retires from the show to pursue his acting career. SPOILER ALERT...
131. Nathan Lane/Rachel Dratch
Aired: Jun 6, 2000132. Kenneth Branagh/Penn & Teller/Goo Goo Dolls
Aired: Jun 7, 2000133. Alicia Silverstone/Andy Dick/Lewis Black
Aired: Jun 8, 2000134. Jimmy Smits/White Trash Wins Lotto
Aired: Jun 9, 2000135. Kelsey Grammer/Jason Biggs/Yo La Tengo
Aired: Jun 13, 2000Aired: Jun 14, 2000137. Janeane Garofalo/Jerry Stiller/Bill Braudis
Aired: Jun 15, 2000
138. Patrick Stewart/Julie Brown/Guy Davis
Aired: Jun 16, 2000139. Al Roker/Cheri Oteri/Lou Reed
Aired: Jun 20, 2000140. Sam Donaldson/Todd Rundgren
Aired: Jun 21, 2000141. Calista Flockhart/Big Show/Busta Rhymes
Aired: Jun 22, 2000142. Samuel L. Jackson/Patricia Heaton/Eugene Mirman
Aired: Jun 23, 2000143. Bob Costas/Carmen Electra/Phish
Aired: Jun 27, 2000144. Steven Wright/John C. Reilly/Jonathan Richman
Aired: Jun 28, 2000145. Nicholas Turturro/Tracy Morgan/Paul Nardizzi
Aired: Jun 29, 2000146. Melissa Joan Hart/Marlon Wayans/Swan Dive
Aired: Jun 30, 2000147. Tom Arnold/Chris Meloni/Jimmy Page & The Black Crowes
Aired: Jul 11, 2000148. Bill Flanagan/Darrell Hammond/Joy Behar
Aired: Jul 12, 2000149. Rebecca Romijn-Stamos/Marc Maron
Aired: Jul 13, 2000
150. Halle Berry/Shawn Wayans/Papa Roach
Aired: Jul 14, 2000151. Rich Hall/William Shatner/Sonic Youth
Aired: Jul 18, 2000152. Famke Janssen/Artie Lange/Steve Earle
Aired: Jul 19, 2000153. Brian Williams/Amber Valletta
Aired: Jul 20, 2000154. Al Roker/Vicki Lewis/Skipp Sudduth
Aired: Jul 21, 2000155. Harrison Ford/Caroline Rhea/North Mississippi Allstars
Aired: Jul 25, 2000156. Christopher Walken/Mr. T/Mike Lukas
Aired: Jul 26, 2000157. Dave Chappelle/Kylie Bax/Sarah Vowell
Aired: Jul 27, 2000
158. Roger Ebert & Richard Roeper/Bernie Mac/Tara MacLean
Aired: Jul 28, 2000159. Zach Galifianakis/Craig Bierko
Aired: Aug 8, 2000Aired: Aug 9, 2000161. Donald Sutherland/Todd Barry
Aired: Aug 10, 2000162. Clyde Peeling/John Waters/De La Soul & Redman
Aired: Aug 11, 2000163. Michael Madsen/Busta Rhymes
Aired: Aug 15, 2000Aired: Aug 16, 2000
165. Triple H/Elizabeth Berkley/Mo'Nique
Aired: Aug 17, 2000
166. Ana Gasteyer/Orlando Jones/The Brian Setzer Orchestra
Aired: Aug 18, 2000Creators
