The WORST episodes of Late Show with David Letterman
Every episode of Late Show with David Letterman ever, ranked from worst to best by thousands of votes from fans of the show. The worst episodes of Late Show with David Letterman!
An hour-long weeknight comedy and talk show broadcast by CBS from the Ed Sullivan Theater on Broadway in New York City and is produced and hosted by David Letterman. The show's music director and bandleader of the house band, the CBS Orchestra, is Paul Shaffer. The head writers are brothers Justin Stangel and Eric Stangel. The announcer is Alan Kalter, who replaced Bill Wendell as announcer in 1995. The show airs at night, but is recorded the afternoon of the broadcast.
#1 - Natalie Portman, Artie Lange, Brad Paisley
Season 16 - Episode 38 - Aired 11/7/2008
Alec Baldwin endorses the Fun Facts book; Natalie Portman discusses campaigning for President-elect Obama; Bill Scheft begs the new president to make an ass of himself; Artie Lange plugs his new book; Brad Paisley performed a cover of The Cars' "Good Times Roll."
#2 - Amy Adams, Michael Sheen, Jamey Johnson
Season 16 - Episode 55 - Aired 12/9/2008
Amy Adams, Michael Sheen, and Jamey Johnson are the scheduled guests.
#3 - Jennifer Connelly, Anderson Cooper, The Duke Spirit
Season 16 - Episode 54 - Aired 12/8/2008
Jennifer Connelly, Anderson Cooper, and The Duke Spirit are the scheduled guests. Plus, a special Top Ten from the Ball State University football team!
#4 - Tom Arnold, Faith Hill
Season 16 - Episode 53 - Aired 11/28/2008
Bruce Willis promotes the Fun Facts book, declaring the tome "Yippee-ki-larious, mother****er!"; Tom Arnold laments the failure of his third marriage and plugs Gardens of the Night; Dave chats with a grouchy CBS Store employee (Johnny Dark); Faith Hill and the Morgan State University Choir performed "Little Drummer Boy."

#5 - Denis Leary, John Mayer
Season 16 - Episode 52 - Aired 11/27/2008
Denis Leary and John Mayer are the scheduled guests. Plus, Dave's Mom and the 16th annual pie-guessing contest!
#6 - Teri Hatcher, Ludacris
Season 16 - Episode 51 - Aired 11/26/2008
Teri Hatcher, Ludacris, and T-Pain are the scheduled guests.
#7 - Russell Brand, Charlie Haden
Season 16 - Episode 41 - Aired 11/12/2008
Russell Brand and Charlie Haden are the scheduled guests. Plus, Stupid Human Tricks!
#8 - Don Rickles, Amy Brenneman, Alicia Keys
Season 16 - Episode 40 - Aired 11/11/2008
Dave shows a clip of King Tut's mummy appearing on Maury; NFL superstar Terrell Owens presents the Top Ten; the legendary Don Rickles plugs his new book and riffs on marriage and growing old; Alicia Keys performed "The Thing About Love."
#9 - Ted Turner, Jamie Oliver, Taylor Swift
Season 16 - Episode 39 - Aired 11/10/2008
Ted Turner, Jamie Oliver, and Taylor Swift are the scheduled guests.
#10 - Keanu Reeves, Paula Abdul, Loudon Wainwright III
Season 16 - Episode 56 - Aired 12/10/2008
Keanu Reeves, Paula Abdul, and Loudon Wainwright III are the scheduled guests.
#11 - Ben Stiller, Q-Tip
Season 16 - Episode 37 - Aired 11/6/2008
Ben Stiller and Q-Tip the scheduled guests. Plus, the Kid Scientists of Naperville, IL!
#12 - Tom Brokaw, Vera Farmiga
Season 16 - Episode 36 - Aired 11/5/2008
Dave shares a few thoughts on election night; an audience member panics when he realizes he forgot to vote; Tom Brokaw promotes his best-selling book, "Boom!"; a very pregnant Vera Farmiga plugs The Boy in the Striped Pajamas.
#13 - Paris Hilton, Elvis Costello, Jenny Lewis, a Top Ten List by Ricky Gervais
Season 16 - Episode 35 - Aired 11/3/2008
Paris Hilton, Elvis Costello, and Jenny Lewis are the scheduled guests. Plus, a Top Ten from Ricky Gervais!
#14 - Marcia Cross, Alan Zweibel
Season 16 - Episode 34 - Aired 10/31/2008
Marcia Cross, Alan Zweibel, and George Clinton are the scheduled guests.
#15 - Ashley Olsen, Paul Rudd, John Legend
Season 16 - Episode 33 - Aired 10/30/2008
"New Halloween Costumes" include Sarah Palin's passport, the Dow Jones Industrial Average, Amy Winehouse's hair, and an oversized copy of the Fun Facts book; Cole Hamels of the World Champion Philadelphia Phillies reads the Top Ten; John Legend performed "I Love, You Love."
#16 - Alec Baldwin, Paul Mooney, Ryan Adams
Season 16 - Episode 32 - Aired 10/29/2008
Alec Baldwin, Paul Mooney, and Ryan Adams & The Cardinals are the scheduled guests.
#17 - Regis Philbin, James Taylor
Season 16 - Episode 31 - Aired 10/28/2008
Regis Philbin and James Taylor are the scheduled guests.
#18 - Bill O'Reilly, Lauren Conrad
Season 16 - Episode 30 - Aired 10/27/2008
Bill O'Reilly and Lauren Conrad are the scheduled guests.

#19 - Sen. John McCain, Bon Iver
Season 16 - Episode 57 - Aired 12/11/2008
Sen. John McCain and Bon Iver are the scheduled guests.

#20 - Meryl Streep, Jeff Altman
Season 16 - Episode 58 - Aired 12/12/2008
In need of a pick-me-up, Dave repeats the sneezing monkey clip; a bronchitis-stricken Meryl Streep promotes Doubt; Dave's old buddy Jeff Altman does a few impressions.

#21 - Adam Sandler
Season 16 - Episode 59 - Aired 12/15/2008
Adam Sandler is the scheduled guest. Plus, a Holiday Toy Demo!

#22 - Tom Cruise, Fall Out Boy
Season 16 - Episode 60 - Aired 12/16/2008
Tom Cruise and Fall Out Boy are the scheduled guests.

#23 - Jennifer Aniston, Broken Social Scene
Season 16 - Episode 61 - Aired 12/17/2008
Jennifer Aniston and Broken Social Scene are the scheduled guests, and a special top ten list with Jim Carrey.

#24 - Will Smith, Of Montreal
Season 16 - Episode 62 - Aired 12/18/2008
Will Smith and Of Montreal are the scheduled guests.

#25 - Jerry Seinfeld, Leona Lewis
Season 16 - Episode 63 - Aired 12/19/2008
Jerry Seinfeld and Leona Lewis are the scheduled guests.