Mystic River (2003) more movies like this

directed by Clint Eastwood
featuring Sean Penn, Kevin Bacon, Tim Robbins, Laurence Fishburne, Marcia Gay Harden, Laura Linney

Directed by Clint Eastwood, the mysterious drama Mystic River is based on the novel by Dennis Lehane and adapted by screenwriter Brian Helgeland. Set in an Irish neighborhood in Boston, Jimmy, Sean, and Dave are three childhood friends who are reunited after a brutal murder takes place. Reformed convict Jimmy Markum (Sean Penn) and his devoted ...

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Before Night Falls (2000) more movies like this

directed by Julian Schnabel
featuring Javier Bardem, Olivier Martinez, Andrea Di Stefano, Johnny Depp, Sean Penn

For his sophomore feature film effort, visual artist Julian Schnabel chronicles the life of one of Cuba's most charismatic literary voices, the late Reinaldo Arenas. Working with Arenas' friends and family, Schnabel recounts the author's impoverished rural upbringing and the intense love and support he receives from his mother (played by the ...

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I Am Sam (2001) more movies like this

directed by Jessie Nelson
featuring Sean Penn, Michelle Pfeiffer, Dakota Fanning

Sean Penn stars in this drama as Sam Dawson, a developmentally disabled adult who has been working at a coffee shop and raising his daughter Lucy (Dakota Fanning) for seven years. Sam receives help in his parenting duties from a circle of trusted confidantes, including his ADD-afflicted best friend Ifty (Doug Hutchison), the paranoid Robert ...

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The Thin Red Line (1998) more movies like this

directed by Terrence Malick
featuring Sean Penn, Adrien Brody, James Caviezel, Ben Chaplin, George Clooney

The return of director Terrence Malick to feature filmmaking after a twenty year sabbatical, this World War II drama is an elegiac rumination on man's destruction of nature and himself, based on James Jones' semi-autobiographical novel, his follow-up to From Here to Eternity. James Caviezel stars as Private Witt, a deserter living in peace and ...

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The Game (1997) more movies like this

directed by David Fincher
featuring Michael Douglas, Sean Penn, Deborah Kara Unger, James Rebhorn, Peter Donat

Director David Fincher followed the success of his dark and atmospheric crime thriller Seven (1995) with another exercise in stylish film noir, this time lifting the pallid atmosphere a notch to indulge in a fast-paced trip through the cinematic funhouse. Michael Douglas plays Nicholas Van Orton, a Scrooge-like San Francisco investment banker ...

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The Interpreter (2005) more movies like this

directed by Sydney Pollack
featuring Nicole Kidman, Sean Penn, Catherine Keener, Jesper Christensen, Yvan Attal

An overheard conversation leads a woman into a dark world of deadly intrigue in this political thriller. Silvia Broome (Nicole Kidman) is an African émigré who works as an interpreter at the United Nations. One of the languages she understands is Ku, a dialect spoken in her home country of Matobo. One day, as the General Assembly auditorium is ...

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Carlito's Way (1993) more movies like this

directed by Brian De Palma
featuring Al Pacino, Sean Penn, Penelope Ann Miller, Luis Guzman, John Leguizamo

Carlito's Way is a tale of a former hood trying to escape his former life. Al Pacino is Carlito Brigante, a high-level Puerto Rican drug dealer sprung from a three-decade jail sentence after only five years, thanks to a technicality and his sleazy, cocaine-addled lawyer, Dave Kleinfeld (Sean Penn). Carlito renounces his previous ways and takes a ...

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Dead Man Walking (1995) more movies like this

directed by Tim Robbins
featuring Susan Sarandon, Sean Penn, Robert Prosky, Raymond J. Barry, R. Lee Ermey

Tim Robbins' second directorial effort (after the political satire Bob Roberts) was this drama based on a true story, which explores the issue of capital punishment. Sister Helen Prejean (Susan Sarandon) is a nun and teacher living in rural Louisiana. One day, she receives a letter from Matthew Poncelet (Sean Penn), who is scheduled to be executed ...

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Fast Times at Ridgemont High (1982) more movies like this

directed by Amy Heckerling
featuring Sean Penn, Jennifer Jason Leigh, Judge Reinhold, Robert Romanus, Brian Backer, Phoebe Cates, Ray Walston

Amy Heckerling's adaptation of Cameron Crowe's Fast Times at Ridgemont High is often considered one of the finest films of a disreputable genre (the teen sex comedy), and kick-started the careers of many future stars. The center of this ensemble film is Jennifer Jason Leigh as Stacy Hamilton. She is a young, innocent high-school student who, as ...

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The Falcon and the Snowman (1985) more movies like this

directed by John Schlesinger
featuring Timothy Hutton, Sean Penn, David Suchet, Lori Singer, Pat Hingle

John Schlesinger directed this fact-based drama - adapted from Robert Lindsay's bestseller of the same title -- about two Californians, friends since boyhood, who are caught selling government secrets to the Soviet Union. Christopher Boyce (Timothy Hutton) is an all-American boy, studying for the priesthood in a seminary. But Boyce decides to drop ...

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Colors (1988) more movies like this

directed by Dennis Hopper
featuring Sean Penn, Robert Duvall, Maria Conchita Alonso, Randy Brooks, Grand L. Bush

Colors stars Robert Duvall and Sean Penn as partners on the LAPD's gang crime division. Duvall had hoped to spend more time with his family, but he's pulled back into active service because of a step-up in gang activity. He makes no secret of his contempt for his novice partner Penn, but eventually comes to rely on the younger man as a valuable ...

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21 Grams (2003) more movies like this

directed by Alejandro González Ińárritu
featuring Sean Penn, Benicio Del Toro, Naomi Watts, Charlotte Gainsbourg, Melissa Leo

Mexican filmmaker Alejandro González Ińárritu makes his first English-language feature with the downbeat drama 21 Grams. Set in an unnamed U.S. urban center, the film uses a nonlinear structure to piece together the intertwined lives of three very different people. Paul (Sean Penn) is a math teacher with a heart problem and a troubled marriage to ...

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U-Turn (1997) more movies like this

directed by Oliver Stone
featuring Sean Penn, Nick Nolte, Jennifer Lopez, Powers Boothe, Claire Danes, Joaquin Phoenix, Jon Voight

Oliver Stone directed this John Ridley screenplay adapted from Ridley's novel Stray Dogs. A drifter (Sean Penn) eludes Las Vegas collection agents and arrives in a small town where he decides to linger after his car has a breakdown. Here he gets involved with the locals, including an unhappily married couple -- a businessman (Nick Nolte) and his ...

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Bad Boys (1983) more movies like this

directed by Rick Rosenthal
featuring Sean Penn, Reni Santoni, Esai Morales, Eric Gurry, Jim Moody

Following magnetic performances in Taps (1981) and Fast Times at Ridgemont High (1982), young actor Sean Penn sealed his reputation as one of his generation's most gifted performers with his gritty star turn in Bad Boys (1983), an entertaining tale of teen hoodlums in juvenile lock-up. Penn plays Mick O'Brien, a Chicago street tough who's planning ...

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Taps (1981) more movies like this

directed by Harold Becker
featuring George C. Scott, Timothy Hutton, Ronny Cox, Sean Penn, Tom Cruise

Devery Freeman's novel Father Sky was the inspiration for the far-fetched but convincingly acted and directed Taps. When an exclusive military school is threatened with demolition by a rapacious real-estate company, the students, headed by Timothy Hutton, take drastic action. Utilizing every bit of military know-how at their disposal, the boys ...

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Riding Giants (2004) more movies like this

directed by Sam George, Stacy Peralta
featuring Greg Noll, Laird Hamilton, Sean Penn, Dick Brewer, Sam George, Buzzy Kerbox, Jeff Clark, Ricky Grigg

With the documentary Dogtown and Z-Boys, skater-cum-filmmaker Stacy Peralta introduced viewers to the history of the West Coast skateboarding culture and made a huge splash at the 2000 Sundance Film Festival, taking home both the Documentary Directing Award and the Documentary Audience Award. For this follow-up effort, Peralta leaves the land for ...

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The Weight of Water (2002) more movies like this

directed by Kathryn Bigelow
featuring Catherine McCormack, Sarah Polley, Sean Penn, Josh Lucas, Elizabeth Hurley

A woman studying a crime of the past finds her own life becoming a morass of suspicion and deceit in this drama based on the novel by Anita Shreve. Jean Janes (Catherine McCormack) is a photographer working on a project that would document surviving evidence of a multiple murder that occurred a hundred years ago -- when a man named Louis Wagner ...

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Casualties of War (1989) more movies like this

directed by Brian De Palma
featuring Michael J. Fox, Sean Penn, Don Harvey, John C. Reilly, John Leguizamo

Casualties of War was based on a New Yorker article by Daniel Lang. This, in turn, was inspired by a true incident which illustrated the dehumanizing aspects of the Vietnam experience. Michael J. Fox plays Eriksson, a member of an American squadron stationed in the deepest jungles of Southeast Asia. Sean Penn co-stars as Meserve, the squadron ...

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At Close Range (1986) more movies like this

directed by James Foley
featuring Sean Penn, Christopher Walken, Mary Stuart Masterson, Chris Penn, Millie Perkins

Amazingly, At Close Range was based on a true story. Bored teenager Sean Penn meets his prodigal father (Christopher Walken) for the first time in years. Though Penn is vaguely aware that his father is a criminal, he is nonetheless impressed by his dad's high life style and creature comforts. But Walken's veneer of charm is fragile indeed, and it ...

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Dogtown and Z-Boys (2002) more movies like this

directed by Stacy Peralta
featuring Henry Rollins, Stacy Peralta, Tony Hawk, Sean Penn

In the mid-'70s, skateboarding was widely seen as a fad of the 1960s that had all but died out, except for a handful of committed fans in California. But that began to change with the emerge of the Z-Boys, a team of teenaged skateboarders who emerged from a decaying urban community in Santa Monica, CA. Hard-core surfers who sought to translate the ...

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Up at the Villa (2000) more movies like this

directed by Philip Haas
featuring Kristin Scott Thomas, Sean Penn, Anne Bancroft, James Fox, Jeremy Davies

A woman left alone by the death of her husband finds her love life has become suddenly and dangerously complicated in this drama. Mary Panton (Kristin Scott Thomas) is a British woman living in Italy in 1938 who has been financially ruined by the death of her husband. Edgar (James Fox), an aging diplomat, asks Mary for her hand in marriage, and ...

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State of Grace (1990) more movies like this

directed by Phil Joanou
featuring Sean Penn, Ed Harris, Gary Oldman, Robin Wright Penn, John Turturro

This directorial effort from Phil Joanou stars Sean Penn as an Irish-American undercover cop working the Hell's Kitchen beat. Penn is ostensibly on a sentimental journey to his old neighborhood. Actually he's been assigned to infiltrate a criminal gang led by Ed Harris, the brother of Sean's best friend Gary Oldman. Penn suffers the requisite ...

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Hurlyburly (1998) more movies like this

directed by Anthony Drazan
featuring Sean Penn, Kevin Spacey, Robin Wright Penn, Chazz Palminteri, Garry Shandling

David Rabe's popular play of Hollywood immorality and decadence is brought to the big screen by director Anthony Drazan and an all-star cast that includes Sean Penn, Robin Wright-Penn, Kevin Spacey, Meg Ryan, Chazz Palminteri, Garry Shandling, and Anna Paquin. The film is set in the Hollywood Hills and tells the story of Eddie (Penn) a drinking ...

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Shanghai Surprise (1986) more movies like this

directed by Jim Goddard
featuring Sean Penn, Madonna, Paul Freeman, Richard Griffiths, Philip Sayer

Madonna and Sean Penn, who were husband and wife at the time, starred in this notorious box-office bomb that one critic termed "Flop Suey." The film takes place in 1937, during the Japanese occupation of China. Drug runner Walter Faraday (Paul Freeman) is trying to leave the country with a large stash of opium but he is chased by armed guards and ...

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Sweet and Lowdown (1999) more movies like this

directed by Woody Allen
featuring Sean Penn, Samantha Morton, Uma Thurman, Brian Markinson, Anthony LaPaglia, Woody Allen

Woody Allen immerses himself in the world of vintage jazz in this period mock-biography of a musician gifted in his art but a sad student in life. Emmet Ray (Sean Penn) is a 1930s jazz guitarist considered one of the finest musicians ever to touch a fretboard, second only to the legendary Django Reinhardt. For all the passion and sensitivity of ...

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