Sean Penn on Quitting Smoking, Madonna & Jack Nicholson | David Letterman
Sean's quit smoking and isn't happy about it. (From "Late Show," air date: 1/16/01) #seanpenn #madonna #letterman Shop the Letterman Merch Store: https://worldwidepants.store Subscribe to Letterman: https://bit.ly/3GeOIAg Follow Letterman on Social: Facebook: / davidletterman Instagram: / letterman Twitter: / letterman TikTok: / letterman Welcome to the Letterman YouTube Channel, home to all your favorite clips from Late Night and Late Show - as well as conversations with the writers, producers and performers who helped make it all happen. And for those of you who like Miscellaneous, you may very well find some Miscellaneous here.

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Mickey Rourke - The Late Show with David Letterman (2008)

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Sean Penn Never Met Madonna | David Letterman

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Madonna & Sean Penn: The Toxic Love Story That Shook the 80s

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Sean Penn on One Battle After Another & Why He’ll Never Quit Smoking | W Magazine

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Sean Penn on Smoking at the White House, Walking Around with No Shoes & Working with Dakota Johnson

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Sean Penn Breaks Down His Most Iconic Characters | GQ

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Charlie Sheen On Overcoming His Addictions | David Letterman

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Mick Jagger Can’t Name One Good Thing About Getting Older | The Interview

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Sean Penn | Club Random with Bill Maher

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Julia Roberts & Sean Penn | Actors on Actors

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The Best Of Ricky Gervais, Part 1 | David Letterman

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Sean Penn on Letterman, September 11, 1991

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Sean Penn Wins Best Actor: 2004 Oscars

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Madonna on The Late Show 11/11/03

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Dave Grohl on Kurt Cobain & Why Nirvana Was Doomed from the Start | tribuune.

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SBIFF 2026 - Leonardo DiCaprio, Benicio Del Toro & Sean Penn Discuss "One Battle After Another"

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Christopher Walken Exposes the 7 Actors He HATED the Most

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Mick Jagger (Full Episode) | Conan O'Brien Needs A Friend

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Sean Penn on Acting, Directing, Madonna & Brando | Film Discussion

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