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Fast Times at Ridgemont High (1982)
directed by Amy Heckerling
featuring Sean Penn, Jennifer Jason Leigh, Judge Reinhold, Robert Romanus, Brian Backer, Phoebe Cates, Ray Walston -
The Thin Red Line (1998)
directed by Terrence Malick
featuring Sean Penn, Adrien Brody, James Caviezel, Ben Chaplin, George Clooney -
The Tree of Life (2011)
directed by Terrence Malick
featuring Brad Pitt, Sean Penn, Jessica Chastain, Hunter McCracken, Laramie Eppler, Tye Sheridan -
The Game (1997)
directed by David Fincher
featuring Michael Douglas, Sean Penn, Deborah Kara Unger, James Rebhorn, Peter Donat -
Carlito's Way (1993)
directed by Brian De Palma
featuring Al Pacino, Sean Penn, Penelope Ann Miller, Luis Guzman, John Leguizamo -
Colors (1988)
directed by Dennis Hopper
featuring Sean Penn, Robert Duvall, Maria Conchita Alonso, Randy Brooks, Grand L. Bush -
I Am Sam (2001)
directed by Jessie Nelson
featuring Sean Penn, Michelle Pfeiffer, Dakota Fanning, Dianne Wiest, Loretta Devine -
Mystic River (2003)
directed by Clint Eastwood
featuring Sean Penn, Kevin Bacon, Tim Robbins, Laurence Fishburne, Marcia Gay Harden, Laura Linney -
At Close Range (1986)
directed by James Foley
featuring Sean Penn, Christopher Walken, Mary Stuart Masterson, Chris Penn, Millie Perkins -
Persepolis (2007)
directed by Marjane Satrapi, Vincent Paronnaud
featuring Chiara Mastroianni, Catherine Deneuve, Gena Rowlands, Sean Penn, Iggy Pop -
Gangster Squad (2013)
directed by Ruben Fleischer
featuring Sean Penn, Ryan Gosling, Josh Brolin, Emma Stone, Anthony Mackie, Michael Peña -
Licorice Pizza (2021)
directed by Paul Thomas Anderson
featuring Alana Haim, Cooper Hoffman, Sean Penn, Tom Waits, Bradley Cooper -
Fair Game (2010)
directed by Doug Liman
featuring Naomi Watts, Sean Penn, Bruce McGill, Michael Kelly, Ty Burrell -
State of Grace (1990)
directed by Phil Joanou
featuring Sean Penn, Ed Harris, Gary Oldman, Robin Wright, John Turturro -
Taps (1981)
directed by Harold Becker
featuring George C. Scott, Timothy Hutton, Ronny Cox, Sean Penn, Tom Cruise -
The Falcon and the Snowman (1985)
directed by John Schlesinger
featuring Timothy Hutton, Sean Penn, David Suchet, Lori Singer, Pat Hingle -
Milk (2008)
directed by Gus Van Sant
featuring Sean Penn, Emile Hirsch, Josh Brolin, Diego Luna, James Franco -
The Professor and the Madman (2019)
directed by Farhad Safinia, P.B. Sherman
featuring Mel Gibson, Sean Penn, Natalie Dormer -
Dead Man Walking (1995)
directed by Tim Robbins
featuring Susan Sarandon, Sean Penn, Robert Prosky, Raymond J. Barry, R. Lee Ermey -
The Interpreter (2005)
directed by Sydney Pollack
featuring Nicole Kidman, Sean Penn, Catherine Keener, Jesper Christensen, Yvan Attal -
Dogtown and Z-Boys (2002)
directed by Stacy Peralta
featuring Sean Penn, Tony Alva, Stacy Peralta, Henry Rollins, Jeff Ho, Tony Hawk -
21 Grams (2003)
directed by Alejandro González Iñárritu
featuring Sean Penn, Benicio Del Toro, Naomi Watts, Charlotte Gainsbourg, Melissa Leo -
All the King's Men (2006)
directed by Steven Zaillian
featuring Sean Penn, Jude Law, Kate Winslet, James Gandolfini, Mark Ruffalo -
Before Night Falls (2000)
directed by Julian Schnabel
featuring Javier Bardem, Olivier Martinez, Andrea Di Stefano, Johnny Depp, Sean Penn -
Bad Boys (1983)
directed by Rick Rosenthal
featuring Sean Penn, Reni Santoni, Esai Morales, Eric Gurry, Jim Moody
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