The Best Episodes of Late Show with David Letterman Season 6

Episode Rankings

1. #1 Fan Favorite
   

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   #1 - Jean-Claude Van Damme, Darryl Strawberry, Joe Cocker

   S6:E18/31/1998

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

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2. 

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   #2 - Beau Bridges, Terrell Davis, Squirrel Nut Zippers

   S6:E29/1/1998

   Dave points out that the show has undergone budget cuts, which might explain the tiny cue cards Tony's holding. Later, Beau Bridges promotes his new series, ""Maximum Bob.""

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3. 

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   #3 - Terry Bradshaw, Jesse Jackson

   S6:E39/2/1998

   Dave makes a lenghty rant about ""The Late Shift"" after an audience member asks him for an autograph; Martin Short sings the Top Ten List; Terry Bradshaw makes his predictions for the football season.

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4. 

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   #4 - Ray Romano, Chris Cardone, Tom Agna

   S6:E49/3/1998

   Alan Kalter comments on home run record that is being chased by Mark McGwire; Dave announces that CBS ""just don't care 'bout"" the new fall lineup; Ray Romano talks about his family.

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5. 

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   #5 - Stupid Human Tricks, Jason Patric, Eve 6

   S6:E59/4/1998

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

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6. 

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   #6 - Richard Simmons, Luisa Conlon

   S6:E69/7/1998

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

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7. 

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   #7 - Andie MacDowell, Willie Nelson

   S6:E79/8/1998

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

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8. 

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   #8 - Tim Forneris, Stephen Dorff, Wynonna

   S6:E89/9/1998

   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 caught Mark McGwire's 62nd Home Run ball.

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9. 

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   #9 - Charles Grodin, Paul Hopkins

   S6:E99/10/1998

   Dave stuggles to grow a beard; Charles Grodin promotes his talk show; Dave chats with the former Washington Senators pitcher who gave up Babe Ruth's 59th home run in 1927 (in his MLB debut, no less).

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10. 

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    #10 - Jack Hanna, Gretchen Mol, Nick Cave & The Bad Seeds

    S6:E109/11/1998

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

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11. 

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    #11 - Cindy Crawford, Jeff Greenfield, Hootie & The Blowfish

    S6:E119/14/1998

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

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12. 

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    #12 - Ben Stiller, Jackie Chan, Vince Gill

    S6:E129/15/1998

    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.

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13. 

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    #13 - Bill Cosby, George Hamilton

    S6:E139/16/1998

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

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14. 

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    #14 - Denis Leary, George Hamilton

    S6:E149/17/1998

    Dave apologizes for his affair with Angela Lansbury, while Biff apologizes for his affair with Dave's wife. Shortly afterwards, Dorothy calls and insults Dave.

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15. 

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    #15 - Vince Vaughn, Brian Benben, Brian Setzer Orchestra

    S6:E159/18/1998

    Dave makes another rant pertaining to the CBS Watermark; kid Geography whiz Jonathan Estrada helps out during CBS Mailbag; Brian Benben promotes his new, self-titled (and quickly cancelled) sitcom.

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16. 

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    #16 - Michael J. Fox, Evander Holyfield, Dixie Chicks

    S6:E169/21/1998

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

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17. 

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    #17 - Jennifer Lopez, Meredith Viera, Lyle Lovett

    S6:E179/22/1998

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

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18. 

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    #18 - Stupid Pet Tricks, Marv Albert, Kevin James

    S6:E189/23/1998

    A gag promo for the TV series ""Biffy, The Umpire Layer"" is declared the worst joke ever seen on the show; an ""Audience Vote"" determines Rip Taylor as tonight's guest instead of an absentee Cindy Crawford; Kevin James does some stand-up to promote ""The King of Queens.""

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19. 

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    #19 - Howard Stern, Katie Holmes

    S6:E199/24/1998

    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.

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20. 

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    #20 - Jon Stewart, Jean Reno, Rob Zombie

    S6:E209/25/1998

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

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21. 

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    #21 - Fran Drescher, Chris Kattan, Elvis Costello & Burt Bacharach

    S6:E219/28/1998

    Musical guests Elvis Costello and Burt Bacharach perform ""I Just Don't Know What To Do With Myself."" Also, ""newly elected chancellor of Germany Gerhardt Schroeder"" sits in with the band ""all night long"" on alto sax.

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22. 

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    #22 - Chris Tucker, Faith Ford, Eagle Eye Cherry

    S6:E229/29/1998

    Dave lets Inky go on a ""gum break;"" George Clarke is introduced as operator of the Late Show hedge fund; Biff demands more scandals involving President Clinton; Chris Tucker promotes Rush Hour.

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23. 

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    #23 - Kelsey Grammer, Nick Mason, Tony Bennett

    S6:E239/30/1998

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

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24. 

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    #24 - Drew Carey, Billy Connolly, Hedwig & The Angry Inch

    S6:E2410/1/1998

    Dennis, a baseball-bunting pig, waits throughout the show to shag some balls on 53rd Street. He ends up getting bumped after the ""Hedwig"" performance goes on too long.

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25. 

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    #25 - Steve Martin, Cokie Roberts

    S6:E2510/2/1998

    During CBS Mailbag, Alan promotes ""Alan Kalter's Music To Make Love By,"" which includes two TV theme songs and a doorbell. Later, Steve Martin's lengthy absence from appearing on the show is explained in a little film called ""Dave and Steve's Gay Vacation.""

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