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The Best Episodes of Late Show with David Letterman Season 16

Every episode of Late Show with David Letterman Season 16 ranked from best to worst. Discover the Best Episodes of Late Show with David Letterman Season 16!

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David Letterman uses mature humor to appeal to his audience in this weeknight series, which gets its music from a house band led by Paul Shaffer. Among the show's most-famous segments are the Top Ten

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Episode Rankings

  1. #1 Fan Favorite
    Late Show with David Letterman Season 16 Episode 1 - Nicolas Cage, Anna Torv, Terrence Howard
    0.0/10(0 votes)

    #1 - Nicolas Cage, Anna Torv, Terrence Howard

    S16:E1

    Nicolas Cage, Anna Torv, and Terrence Howard are the scheduled guests.

    Director:Unknown
    Writer:Unknown

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  2. Late Show with David Letterman Season 16 Episode 2 - Dr. Phil McGraw, Tilda Swinton, Tricky
    0.0/10(0 votes)

    #2 - Dr. Phil McGraw, Tilda Swinton, Tricky

    S16:E2

    Dr. Phil McGraw, Tilda Swinton, and Tricky are the scheduled guests.

    Director:Unknown
    Writer:Unknown

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  3. Late Show with David Letterman Season 16 Episode 3 - Robin Williams, Shannen Doherty, Duffy
    0.0/10(0 votes)

    #3 - Robin Williams, Shannen Doherty, Duffy

    S16:E3

    Following the previous night's acceptance speech, Dave admits to underestimating Gov. Sarah Palin; Andy Kindler makes his last report from the GOP convention in Minneapolis; Robin Williams throws in his two cents on the election; Shannen Doherty plugs the new 90210 and describes surviving the Southern California mudslides; Duffy performed "Warwick Avenue."

    Director:Unknown
    Writer:Unknown

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  4. Late Show with David Letterman Season 16 Episode 4 - John Malkovich, Hayden Panettiere, Steve Earle
    0.0/10(0 votes)

    #4 - John Malkovich, Hayden Panettiere, Steve Earle

    S16:E4

    John Malkovich, Hayden Panettiere, and Steve Earle are the scheduled guests.

    Director:Unknown
    Writer:Unknown

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  5. Late Show with David Letterman Season 16 Episode 5 - Keira Knightley, Thomas L. Friedman
    6.0/10(1 votes)

    #5 - Keira Knightley, Thomas L. Friedman

    S16:E5

    Keira Knightley and Thomas L. Friedman are the scheduled guests.

    Director:Unknown
    Writer:Unknown

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  6. Late Show with David Letterman Season 16 Episode 6 - Jada Pinkett Smith, Chris Russo, Michael Buble
    0.0/10(0 votes)

    #6 - Jada Pinkett Smith, Chris Russo, Michael Buble

    S16:E6

    Jada Pinkett-Smith, Chris Russo, and Michael Buble are the scheduled guests. Plus, the second annual NASCAR Top Twelve!

    Director:Unknown
    Writer:Unknown

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    The 20 BEST Episodes of Late Show with David Letterman

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  7. Late Show with David Letterman Season 16 Episode 7 - Sen. Barack Obama, LeBron James
    0.0/10(0 votes)

    #7 - Sen. Barack Obama, LeBron James

    S16:E7

    Sen. Barack Obama and LeBron James are the scheduled guests.

    Director:Unknown
    Writer:Unknown

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  8. Late Show with David Letterman Season 16 Episode 8 - Jessica Simpson, Jack Hanna
    0.0/10(0 votes)

    #8 - Jessica Simpson, Jack Hanna

    S16:E8

    Jessica Simpson and Jack Hanna are the scheduled guests.

    Director:Unknown
    Writer:Unknown

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  9. Late Show with David Letterman Season 16 Episode 9 - Meg Ryan, Ricky Gervais
    6.0/10(1 votes)

    #9 - Meg Ryan, Ricky Gervais

    S16:E9

    Throughout the night, Olympic high-jumpers strut their stuff out on 53rd Street; Dave reads from the "Late Show Fun Facts" book, in stores next week; in her first LSDL appearance in seven years, Meg Ryan plugs The Women and shares an anecdote about her daughter; Ricky Gervais promotes Ghost Town and describes doing press junkets for the movie.

    Director:Unknown
    Writer:Unknown

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  10. Late Show with David Letterman Season 16 Episode 10 - Bill Clinton, Chris Rock
    0.0/10(0 votes)

    #10 - Bill Clinton, Chris Rock

    S16:E10

    Former President William Jefferson Clinton and Chris Rock are the scheduled guests.

    Director:Unknown
    Writer:Unknown

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  11. Late Show with David Letterman Season 16 Episode 11 - Julianne Moore, Tom Dreesen & Tim Reid, Kings of Leon
    0.0/10(0 votes)

    #11 - Julianne Moore, Tom Dreesen & Tim Reid, Kings of Leon

    S16:E11

    Lyle the Intern fails to convince Dave to join his latest scam; Julianne Moore discusses her trip to Brazil and plugs Blindness; Tim Reid and Tom Dreesen do stand-up; Kings of Leon performed "Sex on Fire."

    Director:Unknown
    Writer:Unknown

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  12. Late Show with David Letterman Season 16 Episode 12 - Keith Olbermann, Chandra Wilson, Delta Goodrem
    0.0/10(0 votes)

    #12 - Keith Olbermann, Chandra Wilson, Delta Goodrem

    S16:E12

    Keith Olbermann, Chandra Wilson, Delta Goodrem

    Director:Unknown
    Writer:Unknown

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  13. Late Show with David Letterman Season 16 Episode 13 - Paris Hilton, Usain Bolt, Morningwood
    0.0/10(0 votes)

    #13 - Paris Hilton, Usain Bolt, Morningwood

    S16:E13

    Paris Hilton, Usain Bolt, Morningwood

    Director:Unknown
    Writer:Unknown

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  14. Late Show with David Letterman Season 16 Episode 14 - Lance Armstrong, Kristen Wiig, TV on the Radio
    0.0/10(0 votes)

    #14 - Lance Armstrong, Kristen Wiig, TV on the Radio

    S16:E14

    Lance Armstrong, Kristen Wiig, TV on the Radio

    Director:Unknown
    Writer:Unknown

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  15. Late Show with David Letterman Season 16 Episode 15 - Julia Louis-Dreyfus, Michael Cera, Pete Seeger
    0.0/10(0 votes)

    #15 - Julia Louis-Dreyfus, Michael Cera, Pete Seeger

    S16:E15

    Julia Louis-Dreyfus, Michael Cera, Pete Seeger

    Director:Unknown
    Writer:Unknown

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  16. Late Show with David Letterman Season 16 Episode 16 - Anne Hathaway, Josette Sheeran, The Virgins
    6.0/10(1 votes)

    #16 - Anne Hathaway, Josette Sheeran, The Virgins

    S16:E16

    Anne Hathaway, Josette Sheeran, The Virgins

    Director:Unknown
    Writer:Unknown

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  17. Late Show with David Letterman Season 16 Episode 17 - Kate Walsh, Barry Sonnenfeld, Darius Rucker
    0.0/10(0 votes)

    #17 - Kate Walsh, Barry Sonnenfeld, Darius Rucker

    S16:E17

    No description available

    Director:Unknown
    Writer:Unknown

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  18. Late Show with David Letterman Season 16 Episode 18 - Calista Flockhart, Bill Hader, Lucinda Williams
    0.0/10(0 votes)

    #18 - Calista Flockhart, Bill Hader, Lucinda Williams

    S16:E18

    No description available

    Director:Unknown
    Writer:Unknown

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  19. Late Show with David Letterman Season 16 Episode 19 - Brian Williams, Tim Robbins
    0.0/10(0 votes)

    #19 - Brian Williams, Tim Robbins

    S16:E19

    Dave comments on the previous night's vice-presidential debate, which is followed by a string of Unfair Edits; NBC anchorman Brian Williams also throws in his two cents; Tim Robbins talks baseball, shares a story about Paul Newman, and plugs City of Ember.

    Director:Unknown
    Writer:Unknown

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  20. Late Show with David Letterman Season 16 Episode 20 - Russell Crowe, Sarah Vowell, The Pretenders
    0.0/10(0 votes)

    #20 - Russell Crowe, Sarah Vowell, The Pretenders

    S16:E20

    No description available

    Director:Unknown
    Writer:Unknown

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  21. Late Show with David Letterman Season 16 Episode 21 - Debra Messing, John Carter, Tegan & Sara
    0.0/10(0 votes)

    #21 - Debra Messing, John Carter, Tegan & Sara

    S16:E21

    Dave presents the (fake) opening credits of the second presidential debate, which closely resemble Magnum P.I.; Debra Messing plugs "The Starter Wife" and takes a jab at Sarah Palin; Alan's tour of the Late Show control room is sabotaged; Alianca da Terra founder John Carter discusses the plight of the Amazon rainforest; Tegan and Sara performed "Call It Off."

    Director:Unknown
    Writer:Unknown

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  22. Late Show with David Letterman Season 16 Episode 22 - Dennis Quaid, Sarah Chalke, Buddy Guy
    0.0/10(0 votes)

    #22 - Dennis Quaid, Sarah Chalke, Buddy Guy

    S16:E22

    No description available

    Director:Unknown
    Writer:Unknown

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  23. Late Show with David Letterman Season 16 Episode 23 - Bill Murray, Beck
    0.0/10(0 votes)

    #23 - Bill Murray, Beck

    S16:E23

    Michael Bearden fills in for Paul; a man wanders onstage to get his copy of the Fun Facts book autographed; Bill Murray promotes City of Ember and conducts a town hall debate; Beck performed "Gamma Ray."

    Director:Unknown
    Writer:Unknown

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  24. Late Show with David Letterman Season 16 Episode 24 - Jeremy Piven, Elizabeth Banks, Lou Reed
    0.0/10(0 votes)

    #24 - Jeremy Piven, Elizabeth Banks, Lou Reed

    S16:E24

    Tonight on "Late Show Green Tips," Chris and Gerard show off their new hybrid; Jeremy Piven discusses winning his third Emmy; Alan has a few words to say to Gov. Sarah Palin; Elizabeth Banks plugs W.; Lou Reed performed "Caroline Says, Part 2."

    Director:Unknown
    Writer:Unknown

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  25. Late Show with David Letterman Season 16 Episode 25 - Sarah Silverman, the Teutuls, Ra Ra Riot
    0.0/10(0 votes)

    #25 - Sarah Silverman, the Teutuls, Ra Ra Riot

    S16:E25

    No description available

    Director:Unknown
    Writer:Unknown

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Season 16 Ratings Summary

"Nicolas Cage, Anna Torv, Terrence Howard" is the best rated episode of "Late Show with David Letterman" season 16. It scored /10 based on 0 votes. Directed by Unknown and written by Unknown, it aired on 9/2/2008. This episode is rated 0.0 points higher than the second-best, "Dr. Phil McGraw, Tilda Swinton, Tricky".