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1. • Season 1
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   • Season 2 overview

     Jan 31-Nov 11, 1999

     21 episodes

     Season 2 episodes
     

     1. Deathbowl '99 Jan 31, 1999
     • Deathbowl '99: Dolly Parton vs. Jennifer Lopez; Madonna; Mike Tyson vs. Evander Holyfield.
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     2. The Battle of the Boys With Toys Feb 4, 1999
     • Ice Cube vs. Ice-T; Robert DeNiro vs. Al Pacino; Backstreet Boys vs. Beastie Boys.
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     3. Magic, Flashbacks and Pregnancies Feb 11, 1999
     • Ally McBeal vs. Xena; Boy George vs. Don Johnson; Penn & Teller vs. Siegfried & Roy.
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     4. The Time Machine Feb 18, 1999
     • Jennifer Aniston vs. Courtney Cox; Sean Connery vs. Roger Moore; Gandhi vs. Genghis Khan.
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     5. The Unknown Murderer Feb 25, 1999
     • Moses vs. Pharaoh; Larry King vs. Geraldo Rivera; Neve Campbell vs. Sarah Michelle Gellar.
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     6. Celebrity Deathmatch Internacional Mar 4, 1999
     • Paul Hogan vs. Mel Gibson; Antonio Banderas vs. Cheech Marin; Fabio vs. Bono vs. Yoko Ono.
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     7. The End of the Real World Mar 18, 1999
     • Deathmatch Fashion Show.
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     8. Celebrity Deathmatch: The Movie Apr 29, 1999
     • Martin Scorsese vs. Oliver Stone; Groucho Marx vs. John Wayne; Cameron Diaz vs. Meryl Streep.
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     9. Cable Day May 6, 1999
     • Emeril Lagasse vs. Two Fat Ladies; Matt Pinfield vs. Jesse Camp; Alex Trebek vs. Pat Sajak.
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     10. 4th of July Celebration Jul 1, 1999
     • The grudge between Bill Clinton and Kenneth Starr finally comes to a head; James Van Der Beek declares war against dictator Saddam Hussein; George Washington and Abraham Lincoln decide which is the best president.
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     11. Family Night I Jul 8, 1999
     • Fantasy bouts.
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     12. Censoring Problems Jul 15, 1999
     • Tommy Lee vs. Ron Jeremy; Alanis Morissette vs. Jewel; the Three Stooges vs. the Three Tenors.
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     13. Salute to Laughter Jul 22, 1999
     • Dennis Miller vs. Carrot Top; Rodney Dangerfield vs. Don Rickles.
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     14. The Laser Pointer Jul 29, 1999
     • Elton John vs. Ozzy Osbourne; Martha Stewart vs. Sandra Bernhard; Tom Hanks vs. Sean Penn.
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     15. Robot Nicky Aug 5, 1999
     • Ricky Schroder vs. Gary Coleman; Lauryn Hill vs. Shania Twain; Hugh Grant vs. all comers.
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     16. The Prophecy Oct 7, 1999
     • Dennis Franz vs. Sammo Hung; Chris Tucker vs. Stephen Wright; Winona Ryder vs. Gwyneth Paltrow.
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     17. In the Memory of Stacy Cornbred Oct 14, 1999
     • Bette Midler vs. Cher; Benito Mussolini vs. Roberto Benigni; Nicolas Cage vs. John Travolta.
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     18. From the Streets of New York Oct 21, 1999
     • A clip show featuring interviews from Celebrity Deathmatch fans from around New York, requesting their favorite fights from the past two seasons, and sharing their general knowledge about the show.
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     19. Halloween Episode I Oct 28, 1999
     • Frankenstein's monster vs. Wolfman; the Undertaker vs. Captain Doody; KISS vs. 'N Sync.
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     20. High Tech Fighting Nov 4, 1999
     • Richard Simmons vs. Billy Blanks; Don King vs. Donald Trump; Keanu Reeves vs. Brad Pitt.
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     21. Fandemonium II Nov 11, 1999
     • Ben Affleck vs. Matt Damon; Ozzy Osbourne vs. Rob Zombie; Ricky Martin vs. Marilyn Manson.
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