The BEST episodes of Late Show with David Letterman season 6
Every episode of Late Show with David Letterman season 6, ranked from best to worst by thousands of votes from fans of the show. The best episodes of Late Show with David Letterman season 6!
“Late Show with David Letterman” is 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 - Show #1217
Season 6 - Episode 152 - Aired 5/13/1999
Dave bring out the seven supposed winners of last night's secret word contest (including Mike McIntee and the Stangel brothers); tonight's secret word is "scooter"; an audience member from Florida plays Paul's piano is lieu of "Know Your Current Events"; teen actress Leelee Sobieski promotes the CBS miniseries Joan of Arc.
#2 - Show #1204
Season 6 - Episode 139 - Aired 4/26/1999
Dave discusses the various bars and/or grills that have been next door to the theater, and wishes the best of luck to its current incarnation, The Manhattan Chili Company; the secret word is "kitty"; Paul gets spun off into his own talk show, during which he has a (bogus) heart-to-heart with Monica Lewinsky; Dave has a sample of the chili.
#3 - Show #1205
Season 6 - Episode 140 - Aired 4/27/1999
Dave claims there was a secret word winner last night, then brings out Connecticut housewife "Marlene DiBenedetto"; the secret word is "hat," with the jackpot going back down to a hundred damn dollars; Dave makes another shout-out to the Manhattan Chili Company.
#4 - Show #1206
Season 6 - Episode 141 - Aired 4/28/1999
The secret word is "boat"; Paul, Felecia, Will, and Sid perform "Songs for Pedestrians"; Ted Danson lurks in the backdrop during Dave's chat with Mary Steenburgen.
#5 - Show #1207
Season 6 - Episode 142 - Aired 4/29/1999
The secret word is "carrot," and Dave introduces another supposed winner (writer and Boston native Jay Johnson); to prove a point, Dave quizzes Paul on a cut of meat; during a new segment called "Alan's Celebrity Birthday," a caption reading "jackass" with an arrow pointing at Alan appears on the screen, so Big Red storms off to the control room and punches Jerry.
#6 - Show #1208
Season 6 - Episode 143 - Aired 4/30/1999
In honor of tonight's audience, the backdrop is altered to show the skyline of Miami, Florida; Biff visits a retirement community in Coral Gables; ten Florida residents present the Top Ten, with Dave counting down in Spanish; Dave eats suntan lotion.
#7 - Show #1209
Season 6 - Episode 144 - Aired 5/3/1999
Dave claims he's filed a $100 million lawsuit against the surgeon general; Dave pays an attractive audience member $200 for saying tonight's secret word ("thimble"); Robbie Williams performs "Millennium."
#8 - Show #1210
Season 6 - Episode 145 - Aired 5/4/1999
The secret word is "incinerate"; Paul Fiore tries to parallel-park outside; Dave chats with a twelve-year-old girl who wants to save the dying art of ice cream trucks.
#9 - Show #1211
Season 6 - Episode 146 - Aired 5/5/1999
The secret word is "undershirt"; Dave shows (bogus) footage of Roberto Benigni making an ass of himself at the Country Music Awards; World Bass fishing champ Denny Brauer is bumped up after Jesse Jackson's limo arrives late.
#10 - Show #1212
Season 6 - Episode 147 - Aired 5/6/1999
Cold opening: Jesse Jackson makes an insincere apology to Dave for his tardiness in last night's show. Also, "Marlene DiBenedetto" (Jude Brennan) wins the secret word again, and the Hi-Ho girls present the $200 check.
#11 - Show #1213
Season 6 - Episode 148 - Aired 5/7/1999
In honor of tonight's travel-weary audience (everybody's from Nashville), Biff hangs out at the Grand Ole Opry while Nashville Predators captain Tom Fitzgerald presents the Top Ten.
#12 - Show #1214
Season 6 - Episode 149 - Aired 5/10/1999
The secret word is "ball"; an audience member is stifled by a barbershop quartet in the latest edition of "Who Asked For It?"; a dog gets injured during "Stupid Pet Tricks," prompting Dave to keep on eye on him in the green room.
#13 - Show #1215
Season 6 - Episode 150 - Aired 5/11/1999
Thirteen-year-old blues phenomenon Ben Robinson sits in; the secret word is "stick"; Bob Borden walks onstage to hype his new catchphrase: "Next time bring your sister, you hump."
#14 - Show #1216
Season 6 - Episode 151 - Aired 5/12/1999
Dave makes a nonsense rant about Barry Manilow; the secret word is "winky"; during "Dave's Record Collection," Tony goes berserk over a comment made by Dave, and he gets thrown out by Bill DeLace.
#15 - Show #1203
Season 6 - Episode 138 - Aired 4/16/1999
A technical difficulty turns Dave's face and tie blue during the monologue; the secret word is "tubular"; during Mailbag, Dave shows us the video guide "Biff Henderson's How to Become a Chick Magnet."
#16 - Show #1218
Season 6 - Episode 153 - Aired 5/14/1999
With tonight's audience being from the City of Brotherly Love, Biff heads to Philly to get in training a la Rocky. For his efforts, he is given a medal by Philadelphia Mayor Edward Rendell and Sylvester Stallone's brother Frank.
#17 - Show #1219
Season 6 - Episode 154 - Aired 5/17/1999
The secret word is "molar," while Dave measures Julia Roberts' waist.
#18 - Show #1220
Season 6 - Episode 155 - Aired 5/18/1999
Dave calls Aloha Meats in Honolulu to see if they answer the phone by saying "aloha"; the secret word is "polymer"; Dave and Shecky hang out with a Star Wars fan; Aretha Franklin attempts to sing "Nessun Dorma."
#19 - Show #1221
Season 6 - Episode 156 - Aired 5/19/1999
The secret word is "turf"; various members of the staff appear in a series of film promos, including Biff in Eyes Wide Shut; a recently clean-shaven Tom Selleck is treated to a video tribute to his facial hair.
#20 - Show #1222
Season 6 - Episode 157 - Aired 5/20/1999
The secret word is "Alan"; Dave shows a one dollar bill folded so it would be shaped like a ring, courtesy of a "Know Your Current Events" participant; Helen Hunt promotes the final episode of Mad About You.
#21 - Show #1223
Season 6 - Episode 158 - Aired 5/21/1999
Tonight's audience hails from Boston, Massachusetts. The backdrop, as always, is altered to resemble the Beantown skyline; Dave shows various great moments in Red Sox history, showing Carlton Fisk's 1975 World Series homer three times; Bill DeLace impersonates a hot dog vendor a remote Top Ten; Nomar Garciaparra walks across the stage to a Standing O; Natalie Portman promotes Star Wars Episode I: The Phantom Menace.
#22 - Show #1224
Season 6 - Episode 159 - Aired 5/24/1999
Dave goes on a fury as to what constitutes the dinners given as prizes during "Know Your Current Events"; the secret word is "announcer"; Dave Dorsett doodles on a camera; Tony ruins the ending of the new "Star Wars" prequel in Spanish.
#23 - Show #1225
Season 6 - Episode 160 - Aired 5/25/1999
Dave tries calling Hawaii again; the secret word is “asparagus”; Kate Capshaw tries to call her vacationing husband (Steven Spielberg) in Hawaii but she gets a busy signal; Britney Spears performs “…Baby One More Time.”
#24 - Show #1226
Season 6 - Episode 161 - Aired 5/26/1999
Anton is again introduced as Buddy Rich, Jr.; Paul pays $102,000,000 for a ticket to see the new "Star Wars" prequel; Dave shows Sarah Jessica Parker a recent clip of Matthew Broderick chatting on the show with his fly open.
#25 - Show #1227
Season 6 - Episode 162 - Aired 5/27/1999
Jay Johnson wins the secret word "contest" again; throughout the night, Lou Rawls sits in the green room; tonight's secret word is "litmus"; Everlast performs "Ends."