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| New York | The greatest city in the world |
| Dave | Defensive powerhouse |
| PostMonologue | How Many Guys in Alien Suits Can Fit Into a Coffee Shop? |
| 2nd Bit | Paul vs. Eminen at the MTV Video Awards |
| Top Ten | Things Overheard at the Letterman Family Barbeque |
| 1st Guest | Amanda Peet |
| 2nd Guest | Tom Dreesen |
| Commercial Break | Dwight, The Troubled Teen |
| Mmm, onions |
|
| New York | The greatest city in the world |
| Dave | Recently fired bench coach of the Tampa Bay Devil Rays |
| PostMonologue | Osama bin Laden vs. Saddam Hussein |
| 2nd Bit | Afghani Idol |
| Top Ten | Lance Bass Excuses for Not Going Into Space |
| 1st Guest | Jeff Goldblum |
| 2nd Guest | George Miller |
| Commercial Break | Late Show Viewer of the Week |
| Oh, Santa |
|
| New York | The greatest city in the world |
| Dave | A man who dumped millions of shares of his own stock |
| PostMonologue | Know Your Current Events |
| 2nd Bit | What the Hell Is It? (isolation booth) - lettuce cutter |
| 1st Guest | Drea de Matteo |
| 2nd Guest | Sarah Vowell |
| Music | The Doves |
| Other | Stephanie covers the NFL block party |
| Commercial Break | Late Show Product Recall |
| Mmm, cabbage |
|
| New York | The greatest city in the world |
| Dave | The latest in our line of all-wheel drive sports utility vehicles |
| PostMonologue | CBS Mailbag (Surprise, You're On TV) |
| 2nd Bit | Will It Float? (flour) |
| Top Ten | NY Mets Excuses |
| 1st Guest | Peter Jennings |
| 2nd Guest | John Witherspoon |
| Other | Dave's Wife Becky |
| Commercial Break | The Cape |
| Well |
|
| New York | The greatest city in the world |
| Dave | A man who gives 110%, 5% of the time |
| PostMonologue | Stephanie reports on the US Open |
| 2nd Bit | Evil Dictators: Where are They Now? |
| Top Ten | Saddam Hussein Tips for a Romantic Evening |
| 1st Guest | John McEnroe |
| 2nd Guest | Piper Perabo |
| Music | Queens of the Stone Age |
| Other | Swimfan clip |
| Commercial Break | Dwight, The Troubled Teen |
| Mmm, cookies |
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| New York | The greatest city in the world |
| Dave | Talking mule |
| PostMonologue | Sandwich Showdown |
| 2nd Bit | West Nile Virus expert |
| Top Ten | Good Things About Being Obese |
| 1st Guest | Jennifer Esposito |
| Music | Marianne Faithful |
| Other | Rocco Grazioso in the audience |
| Commercial Break | If They Looked Like Harrison Ford |
| Answer the damn phone |
|
| New York | The greatest city in the world |
| Dave | David Letterman |
| PostMonologue | Moment of Reflection |
| Top Ten | Reasons New York City is the Greatest City in the World |
| 1st Guest | Bill Clinton |
| Music | Nanci Griffith - Goodnight New York |
| Pants make the man |
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| New York | The greatest city in the world |
| Dave | A man who can knock you out with one punch |
| PostMonologue | Killing Time |
| 2nd Bit | What the Hell Is It? (joint sealer) |
| Top Ten | Ways to Tick Off Buzz Aldrin |
| 1st Guest | Regis Philbin |
| Music | Linda Thompson |
| Other | Dr. Phil promo |
| Commercial Break | Dwight, The Troubled Teen |
| God bless pants |
|
| New York | The greatest city in the world |
| Dave | R&B newcomer |
| PostMonologue | CBS Mailbag (Rupert's free time) |
| 2nd Bit | Will It Float? (cat litter) |
| Top Ten | Good Things About Being Named Pepe |
| Music | Megan Mullally |
| Standup | Rich Hall |
| Commercial Break | The Cape (with Stephanie) |
| Pan-fried nappy |
|
| New York | The greatest city in the world |
| Dave | Hip Hop clothing designer |
| PostMonologue | Biff on the set of CSI: Miami |
| 2nd Bit | Oprah & The Emmys wrap-up |
| Top Ten | Little Known Responsibilities of Miss America |
| 1st Guest | Bruce Willis |
| Music | Eve |
| Commercial Break | Dwight, The Troubled Teen |
| Boy, did that suck |
|
| New York | The greatest city in the world |
| Dave | Temperamental White Sox slugger |
| PostMonologue | Would You Like to Eat a Sandwich in Dave's Office? (aborted, dancing with Stephanie) |
| 2nd Bit | Paul's Thunder Bay dedication wrap-up |
| Top Ten | Programs That Didn't Make the New Fall Schedule |
| 1st Guest | Jack Hanna |
| 2nd Guest | Tom Cavanagh |
| Performance | Civil War reenactment |
| Other | Alan attacked |
| Dear sweet pants |
|
| New York | The greatest city in the world |
| Dave | Curator of the Calvin Coolidge presidential library |
| PostMonologue | New For Fall (coffee delivery) |
| Top Ten | Shirtless Father and Son Explanations |
| 1st Guest | Reese Witherspoon |
| 2nd Guest | Juan Montoya |
| Music | India.Arie |
| Other | Dr. Phil's Words of Wisdom, Harvey Keitel, Frightened animal handler |
| Which one's Dave? |
|
| New York | The greatest city in the world |
| Dave | A man who wants you kids to knock off all that racket |
| PostMonologue | Back to College Quiz (aborted) |
| 2nd Bit | What the Hell Is It? (log splitter) |
| Top Ten | Reasons I Joined the Air Force (presented by cadets) |
| 1st Guest | Rose McGowan |
| Performance | Phillipe Petit (tightrope artiste) |
| Commercial Break | Dr. Phil tickets |
| Other | Dr. Phil's Words of Wisdom |
| Press those pants |
|
| New York | The greatest city in the world |
| Dave | Mafia princess-turned-author |
| PostMonologue | CBS Mailbag (Alan recreates classic I Love Lucy episodes) |
| 2nd Bit | Will It Float? (mayonaise) |
| Top Ten | Signs Your Baseball Team is Using Drugs |
| 1st Guest | Lauren Graham |
| 2nd Guest | Colin Quinn |
| Commercial Break | The Cape (with Justin Timberlake) |
| Remove your pants |
|
| New York | The greatest city in the world |
| Dave | Fruit of the Looms Inspector 34 |
| PostMonologue | Stephanie's Weekend (the Emmys) |
| 2nd Bit | Stephanie attempts to get the Rolling Stones on the show |
| Top Ten | Ways the World Would be Different if Barbara Streisand Were President |
| 1st Guest | Patricia Heaton |
| 2nd Guest | Murray Walker |
| Other | Trick shot artist |
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