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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!

Late Show with David Letterman is an American late-night talk show hosted by David Letterman on CBS. The show debuted on August 30, 1993, and...
Genres:TalkComedy
Network:CBS

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 5.7/10 based on 18 votes. Directed by N/A and written by N/A, it aired on 9/2/2008. This episode is rated NaN points higher than the second-best, "Dr. Phil McGraw, Tilda Swinton, Tricky".

  • Nicolas Cage, Anna Torv, Terrence Howard
    5.7/1018 votes

    #1 - Nicolas Cage, Anna Torv, Terrence Howard

    Season 16 Episode 1 - Aired 9/2/2008

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

    Director: N/A

    Writer: N/A

  • Dr. Phil McGraw, Tilda Swinton, Tricky
    NaN/100 votes

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

    Season 16 Episode 2 - Aired 9/3/2008

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

    Director: N/A

    Writer: N/A

  • Robin Williams, Shannen Doherty, Duffy
    NaN/100 votes

    #3 - Robin Williams, Shannen Doherty, Duffy

    Season 16 Episode 3 - Aired 9/4/2008

    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: N/A

    Writer: N/A

  • John Malkovich, Hayden Panettiere, Steve Earle
    NaN/100 votes

    #4 - John Malkovich, Hayden Panettiere, Steve Earle

    Season 16 Episode 4 - Aired 9/5/2008

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

    Director: N/A

    Writer: N/A

  • Keira Knightley, Thomas L. Friedman
    6.0/101 votes

    #5 - Keira Knightley, Thomas L. Friedman

    Season 16 Episode 5 - Aired 9/8/2008

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

    Director: N/A

    Writer: N/A

  • Jada Pinkett Smith, Chris Russo, Michael Buble
    NaN/100 votes

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

    Season 16 Episode 6 - Aired 9/9/2008

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

    Director: N/A

    Writer: N/A

  • Sen. Barack Obama, LeBron James
    NaN/100 votes

    #7 - Sen. Barack Obama, LeBron James

    Season 16 Episode 7 - Aired 9/10/2008

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

    Director: N/A

    Writer: N/A

  • Jessica Simpson, Jack Hanna
    NaN/100 votes

    #8 - Jessica Simpson, Jack Hanna

    Season 16 Episode 8 - Aired 9/11/2008

    Jessica Simpson and Jack Hanna are the scheduled guests.

    Director: N/A

    Writer: N/A

  • Meg Ryan, Ricky Gervais
    6.0/101 votes

    #9 - Meg Ryan, Ricky Gervais

    Season 16 Episode 9 - Aired 9/12/2008

    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: N/A

    Writer: N/A

  • Bill Clinton, Chris Rock
    NaN/100 votes

    #10 - Bill Clinton, Chris Rock

    Season 16 Episode 10 - Aired 9/22/2008

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

    Director: N/A

    Writer: N/A

  • Julianne Moore, Tom Dreesen & Tim Reid, Kings of Leon
    NaN/100 votes

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

    Season 16 Episode 11 - Aired 9/23/2008

    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: N/A

    Writer: N/A

  • Keith Olbermann, Chandra Wilson, Delta Goodrem
    NaN/100 votes

    #12 - Keith Olbermann, Chandra Wilson, Delta Goodrem

    Season 16 Episode 12 - Aired 9/24/2008

    Keith Olbermann, Chandra Wilson, Delta Goodrem

    Director: N/A

    Writer: N/A

  • Paris Hilton, Usain Bolt, Morningwood
    NaN/100 votes

    #13 - Paris Hilton, Usain Bolt, Morningwood

    Season 16 Episode 13 - Aired 9/25/2008

    Paris Hilton, Usain Bolt, Morningwood

    Director: N/A

    Writer: N/A

  • Lance Armstrong, Kristen Wiig, TV on the Radio
    NaN/100 votes

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

    Season 16 Episode 14 - Aired 9/26/2008

    Lance Armstrong, Kristen Wiig, TV on the Radio

    Director: N/A

    Writer: N/A

  • Julia Louis-Dreyfus, Michael Cera, Pete Seeger
    NaN/100 votes

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

    Season 16 Episode 15 - Aired 9/29/2008

    Julia Louis-Dreyfus, Michael Cera, Pete Seeger

    Director: N/A

    Writer: N/A

  • Anne Hathaway, Josette Sheeran, The Virgins
    6.0/101 votes

    #16 - Anne Hathaway, Josette Sheeran, The Virgins

    Season 16 Episode 16 - Aired 9/30/2008

    Anne Hathaway, Josette Sheeran, The Virgins

    Director: N/A

    Writer: N/A

  • Kate Walsh, Barry Sonnenfeld, Darius Rucker
    NaN/100 votes

    #17 - Kate Walsh, Barry Sonnenfeld, Darius Rucker

    Season 16 Episode 17 - Aired 10/1/2008

    No description available

    Director: N/A

    Writer: N/A

  • Calista Flockhart, Bill Hader, Lucinda Williams
    NaN/100 votes

    #18 - Calista Flockhart, Bill Hader, Lucinda Williams

    Season 16 Episode 18 - Aired 10/2/2008

    No description available

    Director: N/A

    Writer: N/A

  • Brian Williams, Tim Robbins
    NaN/100 votes

    #19 - Brian Williams, Tim Robbins

    Season 16 Episode 19 - Aired 10/3/2008

    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: N/A

    Writer: N/A

  • Russell Crowe, Sarah Vowell, The Pretenders
    NaN/100 votes

    #20 - Russell Crowe, Sarah Vowell, The Pretenders

    Season 16 Episode 20 - Aired 10/6/2008

    No description available

    Director: N/A

    Writer: N/A

  • Debra Messing, John Carter, Tegan & Sara
    NaN/100 votes

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

    Season 16 Episode 21 - Aired 10/7/2008

    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: N/A

    Writer: N/A

  • Dennis Quaid, Sarah Chalke, Buddy Guy
    NaN/100 votes

    #22 - Dennis Quaid, Sarah Chalke, Buddy Guy

    Season 16 Episode 22 - Aired 10/8/2008

    No description available

    Director: N/A

    Writer: N/A

  • Bill Murray, Beck
    NaN/100 votes

    #23 - Bill Murray, Beck

    Season 16 Episode 23 - Aired 10/9/2008

    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: N/A

    Writer: N/A

  • Jeremy Piven, Elizabeth Banks, Lou Reed
    NaN/100 votes

    #24 - Jeremy Piven, Elizabeth Banks, Lou Reed

    Season 16 Episode 24 - Aired 10/10/2008

    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: N/A

    Writer: N/A

  • Sarah Silverman, the Teutuls, Ra Ra Riot
    NaN/100 votes

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

    Season 16 Episode 25 - Aired 10/13/2008

    No description available

    Director: N/A

    Writer: N/A