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- Featured 03/17/2021
- 19-Year-Old Dave Chappelle Makes 'Letterman' Debut in 1993
- Dave was just 19 years old at the time, but already well on his way to comedy greatness.
- SKYBRITE
  Uploaded 03/16/2021 in Funny
- - 9.5k Views
  - 5 Comments
  - 0 Favorites
- Featured 12/12/2020
- The Time Jack Black Sang 'My Hero' with the Foo Fighters on David Letterman
- Foo Fighters were on Letterman on January 10th 2002 and played 'The One', with Jack Black joining in on backing vocals. During the commercial break...
- MrModJeans
  Uploaded 12/12/2020 in ftw
- - 11.8k Views
  - 6 Comments
  - 0 Favorites
- Featured 05/06/2017
- That Time Drew Barrymore Flashed David Letterman The Goods
- In 1995, Drew Barrymore gave David Letterman a birthday gift: A peak at her chest.
- mrlousyjeans
  Uploaded 05/05/2017 in Funny
- - 21.9k Views
  - 0 Comments
  - 0 Favorites
- Featured 03/14/2017
- David Letterman Wows His Audience With The Invention Of "Velcro" In 1984
- It was a simpler time back in 1984 when David Letterman showcased the novel new product, Velcro.
- mrlousyjeans
  Uploaded 03/14/2017 in Funny
- - 17.1k Views
  - 3 Comments
  - 0 Favorites
- Featured 03/23/2016
- Retired David Letterman Looks Completely Unrecognizable
- At least no one will bother him on the street.
- JacobLester
  Uploaded 03/23/2016 in wow
- - 70.9k Views
  - 12 Comments
  - 1 Favorites
- Featured 05/20/2015
- Jimmy Kimmel Bids a Moving Farewell for Letterman’s Last Night
- Jimmy chokes up during his reflection of Letterman's time on air.
- MarkFelt
  Uploaded 05/20/2015 in Funny
- - 24.1k Views
  - 28 Comments
  - 4 Favorites
- $david letterman fracking oil government wtf chemicals$
  
  Featured 05/01/2014
- David Letterman Explains Fracking
- Government is letting big oil do whatever they want. In short we're screwed.
- deathwish01b
  Uploaded 04/30/2014 in Pop Culture
- - 37.2k Views
  - 111 Comments
  - 7 Favorites
- Featured 06/14/2013
- David Letterman "Are Those Your Drums?" Compilation
- Are these yours, or are they rentals? Letterman really likes drums.
- deathwish01b
  Uploaded 06/14/2013
- - 33.2k Views
  - 90 Comments
  - 14 Favorites
- Featured 08/02/2010
- Beer Thrower
- Wish I thought of it.
- nyyank257
  Uploaded 07/31/2010
- - 42.8k Views
  - 425 Comments
  - 28 Favorites
- Featured 09/15/2009
- Bill Hicks- this act was banned from the late show 15 years ago
- David etterman apologizes to bill's mother for basically killing bill's career by banning this skit.
- deadsaid
  Uploaded 09/14/2009
- - 88.5k Views
  - 714 Comments
  - 26 Favorites
- Featured 06/21/2009
- Insane People Protest David Letterman
- Protest to get Letterman fired draws tens of people... all of them crazy it seems. Watch out - David Letterman will rape your children with his...
- shays1786
  Uploaded 06/18/2009
- - 38.1k Views
  - 971 Comments
  - 10 Favorites

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