Season 6 (1998)

Jean-Claude Van Damme, Darryl Strawberry, Joe Cocker
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August 31, 1998

During a segment comparing President Clinton's vacation to Dave's, a stockbroker comes in for a hug.

Beau Bridges, Terrell Davis, Squirrel Nut Zippers
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September 1, 1998

Dave points out that the show has undergone budget cuts, which might explain the tiny cue cards Tony's holding. Later, Beau Bridg...Read more

Terry Bradshaw, Jesse Jackson
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September 2, 1998

Dave makes a lenghty rant about ""The Late Shift"" after an audience member asks him for an autograph; Martin Short sings the Top ...Read more

Ray Romano, Chris Cardone, Tom Agna
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September 3, 1998

Alan Kalter comments on home run record that is being chased by Mark McGwire; Dave announces that CBS ""just don't care 'bout"" th...Read more

Stupid Human Tricks, Jason Patric, Eve 6
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September 4, 1998

During CBS Mailbag, Dave and the band play ""Let's Screw with Paul Shaffer's Mind.""

Richard Simmons, Luisa Conlon
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September 7, 1998

Junior Brown sits in with the band, while Biff reports from Busch Stadium in St. Louis.

Andie MacDowell, Willie Nelson
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September 8, 1998

Biff makes another report from Busch Stadium, while Dave flirts with Andie MacDowell.

Tim Forneris, Stephen Dorff, Wynonna
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September 9, 1998

Dave goes on a tirade about the CBS watermark on the lower right hand side of the screen. Later, Dave chats with the guy who caug...Read more

Charles Grodin, Paul Hopkins
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September 10, 1998

Dave stuggles to grow a beard; Charles Grodin promotes his talk show; Dave chats with the former Washington Senators pitcher who g...Read more

Jack Hanna, Gretchen Mol, Nick Cave & The Bad Seeds
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September 11, 1998

During CBS Mailbag, Paul, Tony, Biff and Sid announce that they're going to tour the country as a CSNY-type guitar band.

Cindy Crawford, Jeff Greenfield, Hootie & The Blowfish
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September 14, 1998

Dave congratulates the staff on the big Emmy win the previous night, then grills Rob Burnett for not kissing his wife just before ...Read more

Ben Stiller, Jackie Chan, Vince Gill
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September 15, 1998

Dave shows a (bogus) Mastercard ad starring Ken Starr; Biff goes to Chicago for another Home Run Report; Jackie Chan does an great Elvis impression.

Bill Cosby, George Hamilton
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September 16, 1998

Biff brings in scissors for a tie trim; Calvert impersonates Hank Williams, Jr.; Bill Cosby plays sax under the alias ""Philly Billy Be Bop.""

Denis Leary, George Hamilton
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September 17, 1998

Dave apologizes for his affair with Angela Lansbury, while Biff apologizes for his affair with Dave's wife. Shortly afterwards, D...Read more

Vince Vaughn, Brian Benben, Brian Setzer Orchestra
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September 18, 1998

Dave makes another rant pertaining to the CBS Watermark; kid Geography whiz Jonathan Estrada helps out during CBS Mailbag; Brian B...Read more

Michael J. Fox, Evander Holyfield, Dixie Chicks
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September 21, 1998

Dave talks about a Steak House Onion Machine, while Michael J. Fox promotes his sitcom ""Spin City.""

Jennifer Lopez, Meredith Viera, Lyle Lovett
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September 22, 1998

Dave shows a (bogus) ad for ESPN2's ""Xtreme Presidental Perjury,"" while J.Lo promotes ""Antz.""

Stupid Pet Tricks, Marv Albert, Kevin James
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September 23, 1998

A gag promo for the TV series ""Biffy, The Umpire Layer"" is declared the worst joke ever seen on the show; an ""Audience Vote"" d...Read more

Howard Stern, Katie Holmes
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September 24, 1998

Dave makes fun of Inky's summer camp outfit. Later, Howard Stern plays with his gut and strips to his underwear in order to show off his legs.

Jon Stewart, Jean Reno, Rob Zombie
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September 25, 1998

A fawn walks onstage during CBS Mailbag; comedian Jon Stewart promotes ""The Daily Show.""

Fran Drescher, Chris Kattan, Elvis Costello & Burt Bacharach
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September 28, 1998

Musical guests Elvis Costello and Burt Bacharach perform ""I Just Don't Know What To Do With Myself."" Also, ""newly elected chanc...Read more

Chris Tucker, Faith Ford, Eagle Eye Cherry
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September 29, 1998

Dave lets Inky go on a ""gum break;"" George Clarke is introduced as operator of the Late Show hedge fund; Biff demands more scand...Read more

Kelsey Grammer, Nick Mason, Tony Bennett
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September 30, 1998

Warren fills in for Paul (out for Yom Kippur); Kelsey Grammer brings out his dog during his interview.

Drew Carey, Billy Connolly, Hedwig & The Angry Inch
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October 1, 1998

Dennis, a baseball-bunting pig, waits throughout the show to shag some balls on 53rd Street. He ends up getting bumped after the ...Read more

Steve Martin, Cokie Roberts
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October 2, 1998

During CBS Mailbag, Alan promotes ""Alan Kalter's Music To Make Love By,"" which includes two TV theme songs and a doorbell. Late...Read more

Kelly Preston, Peter Boyle, Semisonic
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October 5, 1998

Dave experiments with how he can give the finger without being censored; Kelly Preston promotes ""Holy Man.""

Elizabeth & Bob Dole, Joaquin Phoenix
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October 6, 1998

Tony Mendez does a ""card trick""; Tito Puente contributes drumrolls to the Top Ten list; Dave shows a (bogus) new, improved $20 bill.

Jeff Goldblum, John Mellencamp
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October 7, 1998

A new segment called ""This Day in Late Show History"" reveals that October 7 was a Saturday in 1994. Biff corrects Dave, telling...Read more

Isabella Rossellini, Stephen Baldwin, George Miller
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October 8, 1998

Dave takes a look at Tony's hands, which have marker ink all over them. Later, George Miller comments on the Clinton/Lewinsky scandal.

Joan Lunden, Jeff Altman, Sheryl Crow
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October 9, 1998

During CBS Mailbag, Tony bares his ass again, and The Foul-Mouthed Scenic Designer (Kathleen Ankers) lives up to her title.

Mark McGwire, Robert Benigni, Bruce Hornsby
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October 19, 1998

The calvacade of mediocre crops continues as ""Joe Whitworth"" from Oregon walks onstage with a ""gigantic"" pumpkin; Biff present...Read more

State Fair Champions, Ringo Starr
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October 20, 1998

It's Dave's 3000th show in late night, so he celebrates by bringing Charles Grodin onstage to break the monotony of chatting with ...Read more

Jeff Daniels, David Cross, Mitch Hedberg
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October 21, 1998

Dave and George Clarke go to Yankee Stadium, where the building engineer hits a home run.

Danny Glover, Cal Ripken Jr., R.E.M.
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October 22, 1998

Biff participates in more interviews in part two of his World Series report, while Danny Glover plugs ""Lethal Weapon 4.""

Naomi Campbell, David Wells, R.E.M.
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October 23, 1998

Tony's eye itches, and Dave gives him a hard time for potentially screwing up the cue cards; during CBS Mailbag, Dave interrogates...Read more

Danny DeVito, Joe Torre, Eddie Brill
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October 26, 1998

Four shirtless guys (spelling ""YANKS"") bring out the Top Ten; Danny DeVito tries to sing.

Martin Short, Eddie Izzard, Phish
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October 27, 1998

Dave cons a Joe G's customer into appearing in a bogus campaign ad; Eddie Izzard does stand-up.

Daniel Baldwin, Todd Solondz, Phil Collins
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October 28, 1998

Biff shows outtakes from last week's World Series reports, while director Todd Solondz promotes ""Happiness.""

Holly Hunter, Hunter S. Thompson, Garbage
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October 29, 1998

Dave makes several jokes at the expense of septuagenarian spaceman John Glenn; Holly Hunter plugs Living Out Loud.

Ted Danson, Denny Brauer, Black Sabbath
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October 30, 1998

Dave announces the names of staff members who will run in the New York City Marathon; Biff gives out candy to the audience; Dave s...Read more

Anthony Hopkins, Buzz Aldrin, Depeche Mode
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November 2, 1998

New York Marathon winner John Kagwe runs through during the monologue, and is later followed by women's winner Franca Faicconi. L...Read more

Queen Latifah, Ellie Lammer, Darrell Hammond
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November 3, 1998

Dave gives bogus election results; the outside cam goes to Joe G's for another round of ""Please Stop Calling Me Debbie""; Dave ch...Read more

Adam Sandler, Jayson Williams, Soul Coughing
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November 4, 1998

Dave shows a clip of new Minnesota governor Jesse ""The Body"" Ventura in the movie ""The Running Man""; Senator Chuck Schumer pre...Read more

Denzel Washington, Father Mike Berner
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November 5, 1998

Tony gets scolded for chewing gum; shortly after appearing on ""Know Your Current Events,"" an audience member starts singing; Dav...Read more

George Pataki, Evan Metropoulis, P.J. Harvey
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November 6, 1998

Dave chats with Evan Metropoulos, the 17-year-old CEO of the Bumble Bee Tuna Corp.

George Michael, Col. Gail Halverson, Hanson
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November 9, 1998

Dave mentions that Meryl Streep, tonight's scheduled guest and star of the movie ""One True Thing,"" had to cancel at the last min...Read more

Luke Perry, Tom Wolfe, Jay-Z
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November 10, 1998

Tom Wolfe promotes his first novel in 11 years, ""The Man In Full.""

Melanie Griffith, Walter Cronkite, Travis Tritt
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November 11, 1998

Episode 48 of Season 6 premiered on November 11, 1998

Roma Downey, Kenneth Branagh, Goo Goo Dolls
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November 12, 1998

Dave accuses Tony Mendez of goosing someone with a cue card; Roma Downey and Kenneth Branagh meet for the first time; Pat and Kenn...Read more

Donald Trump, Doug Flutie, Sarah Silverman
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November 13, 1998

Episode 50 of Season 6 premiered on November 13, 1998

Kid Scientists, Cameron Diaz, Mariah Carey
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November 16, 1998

Jayson Williams of the New Jersey Nets operates one of the cameras; a ""Kid Scientist"" from Naperville, Illinois cracks eggs; Cam...Read more

Will Smith, Jack Hanna
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November 17, 1998

Dave once again takes away Tony's gum, while Paul tries to flirt with Monica Lewinsky and Linda Tripp.

Cher, Jerry Springer
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November 18, 1998

Episode 53 of Season 6 premiered on November 18, 1998

Christian Slater, Celine Dion & Bryan Adams
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November 19, 1998

Drew Barrymore plugs ""Home Fries,"" while Celine Dion and Bryan Adams perform a duet.

Drew Barrymore, Siskel & Ebert
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November 20, 1998

Todd Rundgren sits in, while Drew Barrymore walks onstage so that she can show what her new dog looks like.

Helen Hunt, Ray Romano
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November 23, 1998

James Cotton sits in; Dave discusses Dr. Kevorkian and the safest handling of a Thanksgiving turkey; the 5th anniversary special (...Read more

Geena Davis, Martha Stewart, Roger Daltry
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November 24, 1998

As he does almost every Thankgiving, Kreskin plays for pride in a little game called ""White Meat / Dark Meat."" Tonight, he corr...Read more

Gwyneth Paltrow, Peter Berg, Bonnie Raitt
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November 25, 1998

Jayson Williams of the Nets comments on the NBA lockout, then drops phony turkeys out the 4th floor window. Later, Gwyneth Paltro...Read more

Michael Caine, Art Donavon, Jewel
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November 26, 1998

Dave warns pedestrians (via his PA system) that the turkey is bad; a guy in the balcony talks to Dave about turning flips onstage;...Read more

Salma Hayek, Marilyn Manson, Caroline Rhea
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November 27, 1998

Dave fusses over his hair, then messes around with it. Later, Salma Hayek plugs ""Dogma.""

Patrick Stewart, Jon Stewart, Faith Hill
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December 7, 1998

It's ""Stewart Night,"" as all the guests share the same last name despite not being related. French Stewart chats with Dave via ...Read more

Greg Kinnear, Jane Horrocks, Reggie McFadden
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December 8, 1998

Live from Times Square, it's ""Dick Clark's Rockin' December 9 Countdown."" At the stroke of midnight, Greg Kinnear commutes from...Read more

Tom Hanks, Brooklyn Philharmonic
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December 9, 1998

Gerard plays an openly gay man in ""Who Asked For It?""; The Brooklyn Philharmonic plays the ""William Tell Overture.""

Meg Ryan, Whitney Houston
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December 10, 1998

Dave compares an electrician that played ""KYCE"" to John Elway. Also, Meg Ryan plugs ""You've Got Mail.""

Tom Brokaw, Famke Janssen, Emmylou Harris
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December 11, 1998

Tom Brokaw drops by sporting a turtleneck sweater in lieu of his usual two-piece suit, and pretty soon Biff is handing out turtlen...Read more

Robin Williams, Natalie Merchant
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December 14, 1998

Dave explains the impeachment process; Robin Williams hosts the PBS special ""The Shaffer Campaign: A Look Back,"" which details P...Read more

Val Kilmer, Ricky Williams, Billy Bragg & Natalie Merchant
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December 15, 1998

In lieu of a giant meatball, a pastrami sandwich is placed on top of the Late Show Christmas Tree; Kreskin guesses if Tom Arnold (...Read more

Susan Sarandon, Marc Weinberg, Vienna Choir Boys
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December 16, 1998

While Paul and the Orchestra perform ""Songs for Pedestrians,"" Dave trims his tie. Also, a ""Welcome Communists"" banner hangs onstage.

Jeff Goldblum, Angelina Jolie, Third Eye Blind
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December 17, 1998

Live from sunny Los Angeles, it's ""Dick Clark's Rockin' Countdown to December 18,"" followed by ""Casey Kasem's Countdown to Dick...Read more

Julia Roberts, David Kelly
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December 18, 1998

During Mailbag, Alan gives the audience an unusual egg nog recipe, while Dave answers the question, ""Where did Hanukkah come from...Read more

Barbara Walters, Josh Hartnett, Cyndi Lauper
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December 21, 1998

The latest roll call mentions ""Gus, who guy who owns property onstage"" and ""Tony Randall as Ricky, the stagehand who looks like Regis Philbin.""

Charles Grodin, John Witherspoon, Jessye Norman
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December 22, 1998

Dave refunds $50 to an audience lady with a Late Show sweatshirt; a Joe G's customer appears in the hastily-produced film trailer ...Read more

John Travolta, Darlene Love
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December 23, 1998

Soon-to-be-traded Yankees pitcher David Wells sits in the audience; the first of tonight's two Top Ten Lists is interrupted by a c...Read more

Chazz Palminteri, Ann Curry, Rufus Wainwright
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December 28, 1998

Dave talks about the recent successes of the New York Jets, so Harold Larkin goes outside to alter the ""Jets Suck"" graffiti on t...Read more

James Woods, David Brenner, Cast of But Boy Could He Sing
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December 29, 1998

Bisbee, North Dakota is investigated in the latest edition of ""Biff Henderson's America.""

Jay Thomas, Vinny Testaverde, Patti Smith
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December 30, 1998

Throughout the night, Chicago announcer ""Ray Clay"" fills in for Alan, making inane announcements and usurping the Top Ten from D...Read more

Stupid Human Tricks, Nathan Lane, St. Luke's Bottle Band
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December 31, 1998

Kamarr the Discount Magician makes one last appearance.

Jon Voight, Jena Malone, Louie C.K.
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January 1, 1999

Jon Voight promotes two films, ""Enemy of the State"" and ""Varsity Blues.""

Sarah Jessica Parker, David Remnick, Bryan Callan
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January 4, 1999

Biff pretends to stand in Times Square again, this time reporting about the weather. Also, Sarah Jessica Parker promotes the secon...Read more

Jennifer Jason Leigh, Liam Aiken, Greg Behrendt
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January 5, 1999

Biff just can't get enough of the green screen in the hallway; tonight's participant in ""Please Stop Calling Me Monty"" jams with...Read more

Mira Sorvino, Terry Bradshaw
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January 6, 1999

It's time for ""How Many Guys in Mouse Suits Can Fit into a Dunkin' Donuts?"" We never find out the exact number, though they do ...Read more

Lisa Kudrow, Terry Bradshaw, Jason Kuller
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January 7, 1999

Dave announces the new name of the show will be ""David Letterman's Countdown to the Millennium."" Also, the show profiles audien...Read more

Jon Stewart, Marv Albert, Jim Gaffigan
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January 8, 1999

""David Letterman's Countdown to the Millennium,"" Day 2: Paul declares that he will mention a millennium-related fun fact every d...Read more

Gillian Anderson, Charlie Rose, Black Crowes
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January 11, 1999

Sitting in with the CBS Orchestra tonight: the shirtless guy who was the ""T"" in ""Jets"" at last night's game. Also, The Black ...Read more

Robert Duvall, Al Franken, B.B. King
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January 12, 1999

During ""Small Town News,"" Dave sports a paper mustache.

Conan O'Brian, Alanis Morrisette
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January 13, 1999

Tonight's ""Paul Shaffer Millennium Prediction"": health spas will not charge deposits. Upon hearing this, Dave wishes people wou...Read more

William Baldwin, Trisha Yearwood, Scott Ferrall
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January 14, 1999

William Baldwin promotes ""Virus,"" while Biff rescues Dave's coffee mug after it falls over.

Jack Hanna, Patricia Arquette
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January 15, 1999

Mailbag: Tony mentions he's taken up acting, then shows two remarkably similar clips from Patch Adams and Shakespeare In Love. Al...Read more

Yasmine Bleeth, Adam Carolla, James Brown
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January 25, 1999

Episode 89 of Season 6 premiered on January 25, 1999

Alicia Silverstone, D.L. Hughley, Second Hand
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January 26, 1999

Dave says a focus group doesn't like his ""Countdown to the Millennium"" segment, so Paul gives one last fact: ""Danny Aiello will...Read more

Sophia Loren, The Mavericks
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January 27, 1999

Dave and Paul discuss William Wood Lee Shaffer's diapers. Later, Paul interrupts the ""Shark Week"" segment with another Millenni...Read more

Bill Murray, Shania Twain
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January 28, 1999

Biff shows up with a tie for a ""Know Your Current Events"" contestant; Bill Murray promotes Rushmore and serenades Dave.

Cate Blanchett, Jason Schwartzman, Brandy
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January 29, 1999

Dave announces he and Paul are trying to establish a video nexus; during Mailibag, Anton falls down an elevator shaft, while Paul ...Read more

Bill Cosby, Brendon Fraser, Ricky Scruggs & Vince Gill
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February 1, 1999

It's the seventeenth anniversary of Dave's debut in late night, and what is he going to do to celebrate the milestone? ""Absolute...Read more

Tom Arnold, David Brenner, Catherine Bell
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February 2, 1999

Dave mentions that through the wonders of science, Paul Shaffer had another baby over the weekend, and then introduces Bernard Sha...Read more

Tom Brokaw, Sean Patrick Flanery, Creed
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February 3, 1999

Dave and Paul spend ten minutes discussing the new and improved ""Late Show"" home site; Dave chats with ""John Elway"" (Gerard) a...Read more

Mel Gibson, Laetitia Casta, Fresh Step
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February 4, 1999

Dave reads about Bucknell University for a ""KYCE"" participant; Laetitia Casta is interviewed twice.

Stupid Pet Tricks, Martha Stewart, Mitch Hedberg
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February 5, 1999

Nile Rogers fills in for both Felicia and Will Lee, who are both sick; Martha Stewart has some fun with a batch of pinecones.

Michael J. Fox, Rev. John & Ellena Cobb, Willie Nelson
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February 8, 1999

""Biff Henderson's America"" makes a quick stop in Baker, Nevada. Also, Dave chats with the Reverend and Mrs. John Cobb, who tell...Read more

Jeff Daniels, Fernanda Montenegro, Monica
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February 9, 1999

Dave chats with (live via satellite) Al at Prestige Luggage Company in Dallas. Dave is so fascinated by him that the segment runs...Read more

Robin Wright Penn, Richard Kind, Chris Isaak
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February 10, 1999

Dave rants about the internet, while Bob Borden literally searches for a valentine.

Sandra Bullock, James Carville, Hootie & The Blowfish
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February 11, 1999

Orlando Antigua of the Harlem Globetrotters helps out during ""Know Your Current Events,"" while Sandra Bullock promotes Forces of Nature.

Richard Simmons, Sarah O'Hare, Ondar
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February 12, 1999

Dave discusses signature sign-offs and announces his new one will be ""Keep a light coat of oil on it""; during Mailbag, Gerard di...Read more

Bette Midler, David Hyde Pierce
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February 15, 1999

Tonight marks the debut of ""Alan Kalter's Secret Word."" Tonight's utterance: ""gristle."" Also, racing star Jeff Gordon presen...Read more

Andy Garcia, Tara Lipinksi, Wendy Liebman
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February 16, 1999

Lou Soloff of Blood, Sweat and Tears sits in with the horn section; Alan's secret word is ""magnesium""; Dave chats with champion ...Read more

Andie MacDowell, Mike Judge, Julian Lennon
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February 17, 1999

The secret word is ""mongoose""; ten West Point cadet presents the Top Ten; Julian Lennon performs The Beatles' ""Don't Let Me Down.""

Magic Johnson, Jake Gyllenhaal, Jewel
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February 18, 1999

The secret word is ""hydraulic""; Dave gives a photographer in the audience a Polaroid to shoot pictures during the show; Jake Gyl...Read more

Lauren Bacall, Greg Smith, Sugar Ray
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February 19, 1999

The secret word is ""buttress""; during Mailbag, Dave and Linda Tripp appear on $25,000 Pyramid; ten hot dog vendors present the Top Ten.

Matthew Broderick, Sheryl Crow
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February 22, 1999

Dave takes five minutes to comment on the sudden death of Gene Siskel, then shows a clip from his last appearance on the show; Ala...Read more

Kid Scientists, Jesse Ventura
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February 23, 1999

Alan's secret word is ""bobcat,"" and the jackpot now stands at ""seven hundred damn dollars!"" Also, Kreskin participates in a n...Read more

Uma Thurman, Tom Green, De La Guarda
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February 24, 1999

The secret word is ""barnacle;"" Dave answers a phone call from Sweden; in a segment about the hype surrounding Star Wars Episode ...Read more

Eriq La Salle, Homer Hickman, Blondie
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February 25, 1999

The secret word is ""corpuscular."" Meanwhile, Dave chats with Homer Hickam, the NASA shuttle instructor whose life inspired the r...Read more

James Coburn, Will Ferrall, Marvelous Three
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February 26, 1999

The secret word is ""combustible,"" and the stakes have been raised to an even thousand; during Mailbag, Harold Larkin starts blee...Read more

Brooke Shields, Peter Hillary
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March 1, 1999

Episode 114 of Season 6 premiered on March 1, 1999

Ian McKellen, Reese Witherspoon, The Roots & Erykah Badu
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March 2, 1999

The secret word is ""saluki""; live via satellite, the employees of the Unclaimed Baggage Center in Scottsboro, Alabama opens up s...Read more

Kid Turkey Callers, Mark Wahlberg, Fresh Step
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March 3, 1999

Dave rants about tonight's Barbara Walters/Monica Lewinsky interview; the secret word is ""luggage,"" with the grand prize reachin...Read more

Billy Crystal, George Miller
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March 4, 1999

The secret word is ""viscous,"" while George Miller rants about the media.

Chazz Palminteri, Jeff Altman, Everclear
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March 5, 1999

The secret word is ""melancholia,"" while ""Oprah"" (Pat Farmer) flirts with ""John Travolta"" (Kenny Sheehan).

Norm MacDonald, Jeff Beck
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March 22, 1999

The secret word is ""lederhosen""; the second-ever ""Alan Kalter's Where Are They Now?"" reveals that Alan Hale, Jr. has been dead...Read more

Elizabeth Hurley, Katie Holmes, Cake
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March 23, 1999

The secret word is ""Ionosphere,"" with the prize now standing at ""$1700 damn dollars!"" Meanwhile, Gaines awkwardly interrupts ...Read more

Stupid Human Tricks, Craig Kilborn, Emmylou Harris, Linda Rondstadt, and Dolly Parton
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March 24, 1999

The secret word is ""shipjack""; Dave shows a meat identification kit, complete with photographs of each form of meat; Craig Kilbo...Read more

Elton John, Henry Kissinger, LeAnn Rimes
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March 25, 1999

The secret word is ""bilious,"" which is coincidental because Dave feels under the weather. Also, Elton John and Leann Rimes perf...Read more

Ron Howard, Charlotte Church
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March 26, 1999

Dave bids farewell to Tom Snyder (his last show aired that night), then says get well to Johnny Carson (who had major surgery). A...Read more

Marv Albert, Diane Lane, Blur
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March 29, 1999

Dave hollers about 60 Minutes, then claims that somebody won the Secret Word ""contest"" on Friday; tonight's Secret Word is ""men...Read more

Laurence Fishburne, Sister Carol Anne Corley, Wilco
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March 30, 1999

The opening sequence is altered; the secret word is ""taconite""; Dave chats with Sister Carol Anne Corley, a nun who's also a master of fly-fishing.

Steve Martin & Goldie Hawn, Jim Calhoun, Joe Henry
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March 31, 1999

The secret word is ""sociopathic,"" while Steve Martin and Goldie Hawn promote the upcoming remake of The Out-of-Towners.

Dennis Hopper, Jason Nastke, The Corrs
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April 1, 1999

The secret word is ""nemonurwingy,"" but Dave accuses Alan of making it up (which he did), so he changes it to ""balloon."" Also,...Read more

Marilu Henner, Master P, Greg Fitzsimmons
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April 2, 1999

Charlie Daniels sits in on fiddle; the secret word is ""mahagony""; comedian/commentator Greg Fitzsimmons remarks on domestic life.

Charles Grodin, David Arquette, Willie Nelson, Lyle Lovett, and Kris Kristofferson
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April 5, 1999

The secret word is ""flange""; Dave holds up a certificate that makes Late Show the ""Official Late Night Talk Show of the Millen...Read more

Drew Barrymore, Scott Wolf, Barenaked Ladies
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April 6, 1999

The secret word is ""millipede""; right after the second-ever edition of ""Know Your Cuts of Meat,"" Dave calls one of the previou...Read more

Lennox Lewis, Dr. Bertrand Piccard & Brian Jones
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April 7, 1999

Throughout the night, local teens with learner's permits parallel park on 53rd Street. At the end of the show, Dave attempts para...Read more

George Stephanopoulos, Molly Shannon, Andrea Bocelli
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April 8, 1999

The secret word is ""ischemia,"" while SNL star Molly Shannon promotes Never Been Kissed.

Bill Maher, Khalid El-Amin, Marc Maron
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April 9, 1999

Paul makes his second ""Countdown to the Millennium"" prediction since the designation: ""Everybody's going to take out a lot of c...Read more

Elle Macpherson, Don Zimmer, John Mellencamp
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April 12, 1999

Paul announces celebrities will come by all evening to wish Dave a happy birthday, and for some strange reason Martha Stewart drop...Read more

Kevin Spacey, Tom Petty & The Heartbreakers
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April 13, 1999

The secret word is ""hegemony,"" and Dave doubles the current jackpot from $1100 to $2200; Kathie Lee Gifford sings Dave a late ha...Read more

Kate Winslet, Darrell Hammond, Mandy Barnett
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April 14, 1999

The secret word is ""quadricentennial,"" and after doubling the stakes on last night's show, Dave ""raises"" them to an even hundr...Read more

David Spade, Tim Couch, Eagle-Eye Cherry
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April 15, 1999

Dave mentions the sudden and untimely death of Bill Wendell; the secret word is ""Melon""; with no clip available, Biff and David ...Read more

John Cusack, Jack Hanna
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April 16, 1999

A technical difficulty turns Dave's face and tie blue during the monologue; the secret word is ""tubular""; during Mailbag, Dave s...Read more

Matthew Broderick, Ben Stein, The Cranberries
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April 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 ...Read more

Martin Lawrence, Michelle Williams, Eddie Brill
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April 27, 1999

Dave claims there was a secret word winner last night, then brings out Connecticut housewife ""Marlene DiBenedetto""; the secret w...Read more

Dustin Hoffman, Mary Steenburgen, Ben Folds Five
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April 28, 1999

The secret word is ""boat""; Paul, Felecia, Will, and Sid perform ""Songs for Pedestrians""; Ted Danson lurks in the backdrop duri...Read more

Ted Danson, Sarah Ferguson, Madness
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April 29, 1999

The secret word is ""carrot,"" and Dave introduces another supposed winner (writer and Boston native Jay Johnson); to prove a poin...Read more

Glenn Close, George Hamilton, Elvis Crespo
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April 30, 1999

In honor of tonight's audience, the backdrop is altered to show the skyline of Miami, Florida; Biff visits a retirement community ...Read more

Tom Brokaw, Robbie Williams
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May 3, 1999

Dave claims he's filed a $100 million lawsuit against the surgeon general; Dave pays an attractive audience member $200 for saying...Read more

Earvin Magic Johnson, Sara Gentile, Silverchair
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May 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 ...Read more

Denny Brauer, Kelly Willis, Jesse Jackson
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May 5, 1999

The secret word is ""undershirt""; Dave shows (bogus) footage of Roberto Benigni making an ass of himself at the Country Music Awa...Read more

Brendan Fraser, Jesse Jackson, Bonnie Raitt
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May 6, 1999

Cold opening: Jesse Jackson makes an insincere apology to Dave for his tardiness in last night's show. Also, ""Marlene DiBenedett...Read more

Kelsey Grammer, Steve Earle and the Del McCoury Band
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May 7, 1999

In honor of tonight's travel-weary audience (everybody's from Nashville), Biff hangs out at the Grand Ole Opry while Nashville Pre...Read more

Stupid Pet Tricks, Janeane Garofalo, Brian Regan
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May 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?"";...Read more

Ben Stiller, Camryn Manheim, Eve 6
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May 11, 1999

Thirteen-year-old blues phenomenon Ben Robinson sits in; the secret word is ""stick""; Bob Borden walks onstage to hype his new ca...Read more

Kathie Lee Gifford, Deana Carter
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May 12, 1999

Dave makes a nonsense rant about Barry Manilow; the secret word is ""winky""; during ""Dave's Record Collection,"" Tony goes berse...Read more

Kevin Kline, Leelee Sobieski, Beth Orton
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May 13, 1999

Dave bring out the seven supposed winners of last night's secret word contest (including Mike McIntee and the Stangel brothers); t...Read more

Bill Cosby, Jon Favreau
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May 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 effort...Read more

Julia Roberts, Alice Cooper
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May 17, 1999

The secret word is ""molar,"" while Dave measures Julia Roberts' waist.

Keri Russell, Aretha Franklin
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May 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 S...Read more

Tom Selleck, Bob Barker, Leon Russell
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May 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 r...Read more

Helen Hunt, Courtney Love, Hole
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May 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 Curr...Read more

Natalie Portman, Tom Everett Scott, J. Geils Band
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May 21, 1999

Tonight's audience hails from Boston, Massachusetts. The backdrop, as always, is altered to resemble the Beantown skyline; Dave s...Read more

Harry Connick Jr., Damon Wayans
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May 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 ""a...Read more

Kate Capshaw, Britney Spears
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May 25, 1999

Dave tries calling Hawaii again; the secret word is ""asparagus""; Kate Capshaw tries to call her vacationing husband (Steven Spie...Read more

Kid Scientists, Sarah Jessica Parker, Mary Chapin Carpenter
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May 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...Read more

Bill Murray, Everlast
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May 27, 1999

Jay Johnson wins the secret word ""contest"" again; throughout the night, Lou Rawls sits in the green room; tonight's secret word ...Read more

Jennifer Lopez, Ira Glass
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May 28, 1999

The secret word is ""bituminous""; Lou Rawls continues to lounge in the green room; during Mailbag, ""Billy Blanks"" (Gerard) give...Read more

Dan Rather, Nancy Mace, Randy Newman
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June 7, 1999

Tonight's secret word (""emetic"") is now sponsored by a lawn-watering device called ""Hosie Cow""; Biff stands outside holding a ...Read more

Jeff Foxworthy, Kristin Davis, Snoop Dogg
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June 8, 1999

The Hosie Cow Secret Word is ""escarpment""; Dave plays a new game at Joe G's where a contestant must start a conversation and bri...Read more

Timothy Hutton, Christine Lahti, Cast of It Ain't Nothing But the Blues
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June 9, 1999

The Hosie Cow Secret Word is ""whippy""; last night's winner ""Barbara Sanchez"" (Jude Brennan) is presented with $400 and a fully...Read more

Ray Romano, Jewel
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June 10, 1999

After appearing in an ad for Hosie Cow, Alan announces that the secret word is ""inflammation."" Also, Tony nominee Brian Dennehy...Read more

Heather Graham, David Wells
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June 11, 1999

Edgar Winter sits in; the Hosie Cow Secret Word is ""dick""; Heather Graham promotes Austin Powers: The Spy Who Shagged Me.

Tim Robbins, Oscar De La Hoya, Dane Cook
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June 14, 1999

The Hosie Cow Secret Word is ""amputation""; the latest roll call introduces Biff's pint-size clone ""Mini-Biff"" and Calvert dres...Read more

Roseanne, Susan Tedeschi
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June 15, 1999

The Hosie Cow Secret Word is ""dick"" again, but it's eventually changed to ""bunny."" Also, Dave has another one of his long-win...Read more

David Schwimmer, Brandi Chastain, Seth Green
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June 16, 1999

The Hosie Cow Secret Word is ""pigment,"" while Dave chats (and becomes infatuated) with Brandi Chastain of the US Women's World Cup Soccer Team.

Mike Myers, Ben Lee
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June 17, 1999

Al Gore appears on ""The Paul Shaffer Show""; The Hosie Cow Secret Word is ""tourniquet""; Mike Myers promotes Austin Powers 2.

Julianna Margulies, Jon Stewart
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June 18, 1999

Anton is introduced as Buddy Rich Jr., the ""bastard son"" of the legendary jazz drummer; Hosie Cow makes a cameo in the new Austi...Read more

Felicity Huffman, Andy Dick, Elvis Costello
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June 21, 1999

The secret word (""rodeo"") is now sponsored by Larry King, whom according to Alan ""looks like an owl""; ""Rita Buttgas"" (Jude B...Read more

Adam Sandler, Missy Elliot
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June 22, 1999

The Larry King Secret Word is ""gabardine,"" and is followed by stock footage of four baby owls devouring a rat. Also, Dave shows...Read more

Geri Halliwell, Richard Belzer
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June 23, 1999

Jimmy Vaughan sits in; the Larry King Secret Word is ""entropic""; after an unusually aimless edition of ""New for Summer,"" Dave ...Read more

Rudolph Giuliani, Leslie Mann, The Pretenders
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June 24, 1999

The Larry King Secret Word is ""linguine."" Also, to counteract with Hillary Clinton's recent decision to run for the US Senate i...Read more

Joey Lauren Adams, Spike Lee, Santana
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June 25, 1999

The Larry King Secret Word is ""peptide""; Carlos Santana and Rob Thomas of Matchbox Twenty perform ""Smooth.""

Colin Powell, Maurice Green
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June 28, 1999

Tonight's Secret Word (""bird"") is brought to you by David Letterman's Women's World Cup Soccer Team, in honor of his latest cele...Read more

Mira Sorvino, Lyle Lovett
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June 29, 1999

The World Cup Soccer Team Secret Word is ""oozing""; Montana park ranger (and past winner) ""Rita Buttgas"" (Jude Brennan) is anno...Read more

Piedmont Bird Callers, Avery Johnson, June Carter Cash
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June 30, 1999

The Larry King/Women's Soccer Secret Word is ""peripatetic""; a bird caller from Piedmont, California does a drumroll for Dave; af...Read more

Calista Flockhart, Jack Hannah
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July 1, 1999

The Larry King/Women's Soccer Secret Word is ""highoeyazmuhoodhee""; Calista Flockhart's chat with Dave is interrupted by visions ...Read more

Stupid Human Tricks, John Leguizamo, Ziggy Marley & The Melody Makers
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July 2, 1999

The Larry King/Women's Soccer Secret Word is ""pony""; during Mailbag, Biff, Kenny, and Dave Dorsett brag about their latest femal...Read more

John McEnroe, George Jones
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July 5, 1999

Dave shows footage of a taxi literally crashing the staff cookout out on 53rd Street; with temperatures hovering over 100 degrees,...Read more

Chris Rock, Sixpence None the Richer
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July 6, 1999

An audience member attempts to button Dave's jacket; the Dan Quayle/Larry King/Women's Soccer Secret Word is ""neoprene""; through...Read more

Lindsay Davenport, Oliver Platt, Jeffrey Ross
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July 7, 1999

Dave replies to a Zagat's survey; the Women's Soccer Secret Word is ""pestilence,"" with the Dan Quayle/Larry King Secret Word Jac...Read more

Jay Thomas, Jason Briggs
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July 8, 1999

The Secret Word is ""prick,"" with the stock footage of the baby owls eating the rat joining an already crowded group of sponsors;...Read more

Naomi Campbell, Jimmie Walker, Lucinda Williams
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July 9, 1999

Dave points out that Paul is dressed from head to toe in white tonight, including a snazzy top hat; during Mailbag, The Guy on Fir...Read more

Don Rickles, Dave Mirra, Patty Griffin
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July 19, 1999

The Larry King/Dan Quayle Secret Word is ""sphygmomanometer""; Dave briefly comments on the passing of JFK Jr.; Dave Mirra does bi...Read more

U.S. 1999 World Cup Women's Soccer Team, Jim Gaffigan
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July 20, 1999

The Dan Quayle/Larry King Secret Word is ""pie""; Dave finally meets the entire U.S. Women's World Cup champion soccer team, thoug...Read more

Matthew Broderick, Dennis Regan
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July 21, 1999

The Hillary Clinton/Larry King Secret Word is ""mommy""; Dave asks a question to Einstein's Brain (voice of Alan Kalter); perfect ...Read more

Catherine Zeta-Jones, Buzz Aldrin, Jamiroquai
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July 22, 1999

The Hillary Clinton/Larry King Secret Word is ""meehnkee""; Dave ""performs"" at Woodstock '99, then declares that Limp Bizkit kic...Read more

Charles Grodin, Alanis Morrisette
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July 23, 1999

Paul asks what the point of the Secret Word is, and after it's revealed (""throb""), Dave replies with ""I'm tired of being held h...Read more

Ted Koppel, Isabella Rossellini, Macy Gray
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July 26, 1999

Paul complains about the heat at Woodstock '99; Dave brags about Max Pappas and Team Rahal (a sign of things to come); Ted Koppel'...Read more

National Hollerin' Champions, Garry Marshall, Los Lobos
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July 27, 1999

Buckwheat Zydeco (nee Stanley Durrell) sits in on accordion; throughout the night, Shark the border collie chases Frisbees on 53rd...Read more

Samuel L. Jackson, Rita Wilson, Pete Townshend & Eddie Vedder
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July 28, 1999

Biff helps out pedestrians walking on 53rd Street; Dave asks Paul about project identification; Pete Townshend and Eddie Vedder pe...Read more

Bruce Willis, Heidi Klum
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July 29, 1999

""Paul Shaffer's Countdown to the Millennium"" makes its triumphant return to the Late Show, and is now sponsered by Hillary Clint...Read more

Lance Armstrong, Barry White
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July 30, 1999

Dave chats with Tour de France winner and cancer survivor Lance Armstrong; Paul's latest prediction: ""No more lox and bagels""; ...Read more

Pierce Brosnan, Saffron Burrows, Jim Jeter
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August 2, 1999

It's a very special night as Jim Jeter is about to log his one millionth mile on his 1982 Toyota Starlet. After reaching the mile...Read more

Tom Arnold, Q-Tip & Busta Rhymes
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August 3, 1999

Dave takes the outside cam to Joe G's for another round of ""Stop Calling Me Kitty.""

Dave Foley, Jonathan Witherspoon, Old 97's
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August 4, 1999

Dave shows the audience some stuff he bought on his recent vacation in a segment called ""Travel Souvenirs."" Later, ""Newsradio"...Read more

William H. Macy, George Miller, The Pretenders
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August 5, 1999

Dave repeatedly shows footage of the Taco Bell chihuahua saying ""funkalicious."" Later, Dave and William H. Macy drink Tang spik...Read more

Ray Romano, Jeff Altman
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August 6, 1999

During CBS Mailbag, Alan punches Dave. Later, Dave's former ""Starland Vocal Band Hour"" co-star Jeff Altman looks back at his tu...Read more

Regis Philbin, Dave Attell
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August 9, 1999

Paul refers to Regis as a bastard, only for the ""Millionaire"" host to retaliate.

Claire Danes, Smash Mouth
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August 10, 1999

Kreskin's knowledge of 70's backup singers is tested in a segment called ""Commodore or Pip?"" Later, Smash Mouth performs their ...Read more

Hugh Grant, The Mavericks
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August 11, 1999

Dave announces that a crack in the building next door caused a temporary evacuation of the theater. Later, The Mavericks perform ...Read more

Rene Russo, Tori Amos
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August 12, 1999

Dave takes up an offering for a preacher who played ""Who Your Deer Repellants.""

Shaquille O'Neal, Helen Mirren
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August 13, 1999

During CBS Mailbag, Inky Mendez announces his candidacy for the US Senate, while Dave chats with ""Hillary Clinton"" (Gerard).

Tony Danza, Katie Holmes, Robert Palmer
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August 16, 1999

A shirtless Vince DeMentri interviews people on the street, asking them what they think of Hillary Clinton. Later, Katie Holmes p...Read more

Lara Flynn Boyle, David Brenner, Everclear
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August 17, 1999

Dave announces that tonight, ""We're going to have good old-fashioned fun"": all night, Richard Egan stands on 53rd St. guessing t...Read more

Andie MacDowell, French Stewart, Tom Dreesen
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August 18, 1999

Terence Blanchard sits in with the band, while Olympic diver Kathy Pesek does a demonstration for the audience (via telephone).

Alec Baldwin, Dwight Yoakam
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August 19, 1999

Dave announces that tonight is the premiere of ""Late Show Who Wants to be a Billionaire?"" Tonight's first question: ""Who took ...Read more

Albert Brooks, Omar Epps
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August 20, 1999

Dave announces that after 6 years and 1,278 shows on CBS, he now wants to be called ""Daddy""; Alan beats up Regis during CBS Mail...Read more