List of the best Sean Penn movies: Into the Wild(2007), I Am Sam(2001), The Thin Red Line(1998), Milk(2008), Sweet and Lowdown(1999), Bad Boys(1983), Fast Times at Ridgemont High(1982), At Close Range(1986), The Pledge(2001), Colors(1988), This Must Be the Place(2011), The Crossing Guard(1995) ... ...
8.1/10
Adventure, Biography, Drama
USA
2007
147 Minutes
Director
Emile Hirsch Marcia Gay Harden William Hurt Jena Malone Catherine Keener Brian Dierker Vince Vaughn Zach Galifianakis Kristen Stewart Kyle Kwon Hal Holbrook
student farmer mistress wealthy man emotional engaging alaska california car farm survival freedom rebellion family road trip nature discovery escape 1990s
After graduating from Emory University, top student and athlete Christopher McCandless abandons his possessions, gives his entire $24,000 savings account to charity and hitchhikes to Alaska to live in the wilderness. Along the way, Christopher encounters a series of characters that shape his life.
7.7/10
Drama
USA
2001
132 Minutes
Sam Dawson
Sean Penn Michelle Pfeiffer Dakota Fanning Dianne Wiest Loretta Devine Richard Schiff Laura Dern Brad Allan Silverman Joseph Rosenberg Stanley DeSantis Doug Hutchinson
father daughter mentally disabled person lawyer foster mother friend disheartening profound emotional courtroom foster home apartment soccer game coffee shop school parenthood father/daughter relationship mental disability custody battle friendship
A mentally handicapped man fights for custody of his 7-year-old daughter and in the process teaches his cold-hearted lawyer the value of love and family.
7.6/10
War, Drama, History
USA
1998
170 Minutes
Sgt. Welsh
Sean Penn Adrien Brody Jim Caviezel Ben Chaplin George Clooney John Cusack Woody Harrelson Elias Koteas Jared Leto Dash Mihok Tim Blake Nelson
deserter soldiers native military officer enemy japanese soldier dreamy calm intense striking battlefield battleship guadalcanal south pacific tropical island world war ii armed conflict meaning of life male bonding desertion
Adaptation of James Jones' autobiographical 1962 novel, focusing on the conflict at Guadalcanal during the second World War.
7.5/10
Gay & Lesbian, Biography, Drama
USA
2008
128 Minutes
Harvey Milk
Sean Penn Emile Hirsch Josh Brolin Diego Luna James Franco Alison Pill Victor Garber Denis O'Hare Joseph Cross Stephen Spinella Lucas Grabeel
harvey milk police officer politician assassin hippie dan white moving emotional engaging san francisco new york city household store assassination politics social change deception homosexuality rise transformation
The story of Harvey Milk and his struggles as an American gay activist who fought for gay rights and became California's first openly gay elected official.
7.2/10
Comedy, Drama
USA
1999
95 Minutes
Sean Penn Samantha Morton Uma Thurman Brian Markinson Anthony LaPaglia Gretchen Mol Vincent Guastaferro John Waters Constance Schulman Kellie Overbey James Urbaniak
guitarist love interest mobster mute person pretty woman amusing emotional cheeky new york city new york state concert stage apartment musicians alcoholism performance eccentricity unlikely romance infidelity love temptation
In the 1930s, jazz guitarist Emmet Ray idolizes Django Reinhardt, faces gangsters and falls in love with a mute woman.
7.2/10
Drama
USA
1983
123 Minutes
Mick O'Brien
Sean Penn Reni Santoni Esai Morales Jim Moody Ally Sheedy Eric Gurry Clancy Brown Robert Lee Rush John Zenda
teenager gang members prisoners tough guy girlfriend brother bleak raw frightening prison chicago school teenage rebellion prison accident rape revenge growing up rivalry fall
Chicago crime kid Mick O'Brien is sent to reform school after accidentally killing a rival's kid brother.
7.2/10
Comedy
USA
1982
90 Minutes
Jeff Spicoli
Sean Penn Jennifer Jason Leigh Judge Reinhold Robert Romanus Brian Backer Phoebe Cates Ray Walston Scott Thomson Vincent Schiavelli Amanda Wyss D.W. Brown
high-school student teen boy teen girl brother surfer teacher amusing playful emotional california ridgemont high restaurant household coming of age dating teen angst high school sex rebellion discovery
A group of Southern California high school students are enjoying their most important subjects: sex, drugs, and rock n' roll.
7.0/10
Crime, Drama
USA
1986
111 Minutes
Brad Whitewood Jr.
Sean Penn Christopher Walken Mary Stuart Masterson Chris Penn Millie Perkins Eileen Ryan Tracey Walter R.D. Call David Strathairn J.C. Quinn Candy Clark
father son crime boss girlfriend chilling dark disturbing pennsylvania family home town crime revenge father/son relationship rivalry revenge transformation 20th century
Reunited with his career criminal father, tough teen Brad thinks he's found his ticket to an exciting life of crime, only to find out he's wrong.
6.8/10
Mystery & Thriller, Crime, Drama
USA
2001
124 Minutes
Director
Jack Nicholson Robin Wright Aaron Eckhart Patricia Clarkson Benicio Del Toro Dale Dickey Costas Mandylor Helen Mirren Tom Noonan Michael O'Keefe Vanessa Redgrave
detective serial killer girl witness suspenseful dark mountain restaurant church gas station promises murder mental illness child abuse retirement obsession mystery pursuit 2000s
A retiring police detective pledges to catch the killer of a young child.
6.8/10
Action, Crime, Drama
USA
1988
120 Minutes
Sean Penn Robert Duvall Maria Conchita Alonso Randy Brooks Grand L. Bush Don Cheadle Rudy Ramos Trinidad Silva Damon Wayans
police officer gang member racist criminal mexican-american raw gripping disheartening los angeles inner city interracial conflict interracial romance friendship law enforcement violence gangs transformation forbidden love sacrifice 1980s
An experienced cop and his rookie partner patrol the streets of East Los Angeles while trying to keep the gang violence under control.
6.7/10
Drama
Italy|France|Ireland
2011
118 Minutes
Cheyenne
Sean Penn Frances McDormand Judd Hirsch Eve Hewson Kerry Condon Harry Dean Stanton Joyce Van Patten Olwen Fouere Shea Whigham Liron Levo Simon Delaney
rock star wife cousin war criminal nazi hunter friend quirky touching witty dublin household new york city united states road music industry death of father nazi hunting road trip discovery pursuit
Cheyenne, a retired rock star living off his royalties in Dublin, returns to New York City to find the man responsible for a humiliation suffered by his recently deceased father during W.W.II.
6.3/10
Drama
USA
1995
114 Minutes
Director
Jack Nicholson David Morse Anjelica Huston Robin Wright Piper Laurie Richard Bradford Robbie Robertson John Savage Priscilla Barnes Kari Wuhrer
father ex-wife ex-convict girlfriend alcoholic stripper brooding melodramatic powerful apartment strip club restaurant school trailer suburb grief obsession drunken driving death of child hit and run
Freddy Gale is a seedy jeweller who has sworn to kill the drunk driver who killed his little girl.
6.2/10
Drama
Germany|USA
2006
128 Minutes
Sean Penn Jude Law Kate Winslet James Gandolfini Mark Ruffalo Patricia Clarkson Anthony Hopkins Jackie Earle Haley John Lovett Glenn Morshower Talia Balsam
political candidate commissioner governor consultant friend judge dark brooding fascinating powerful louisiana campaign trail political rally mansion city capitol building politics idealism corruption ambition
Based on the Robert Penn Warren novel. The life of populist Southerner Willie Stark, a political creature loosely based on Governor Huey Long of Louisiana.
5.8/10
Mystery & Thriller, Action
USA|Spain|UK|France
2015
115 Minutes
Producer
Sean Penn Idris Elba Ray Winstone Mark Rylance Javier Bardem Jasmine Trinca Peter Franzén Daniel Adegboyega
assassin former lover businessman assailant victim englishman brooding dark intense london rio de janeiro bedroom office street car assassination attempt escape running retirement past loves
A sniper on a mercenary assassination team, kills the minister of mines of the Congo. Terrier's successful kill shot forces him into hiding. Returning to the Congo years later, he becomes the target of a hit squad himself.
4.9/10
Drama
USA
2016
131 Minutes
Director
Charlize Theron Javier Bardem Adèle Exarchopoulos Jean Reno Jared Harris Sibongile Mlambo Ebby Weyime Hopper Penn
doctor spokeswoman patient spaniard staff member nurse passionate brooding intense liberia hospital bedroom office camp car medicine helping others affair lust work-life balance
In the midst of African social horror, a love between two volunteers fades out and reborn again.
Mystery & Thriller, Crime, Drama
1997
125 Minutes
Bobby Cooper
Sean Penn Nick Nolte Jennifer Lopez Powers Boothe Claire Danes Joaquin Phoenix Billy Bob Thornton Jon Voight Abraham Benrubi Julie Hagerty Bo Hopkins
racketeer love interest sexy woman husband murderer engaging gripping suspenseful emotional thrilling passionate las vegas arizona sex appeal attraction attempted murder money unhappy marriage sexual tension adventure
A two-bit criminal (Sean Penn) meets an attractive woman (Jennifer Lopez) and her spouse (Nick Nolte), each of whom wants him to murder the other.
7.9/10
Crime, Drama
USA
1993
144 Minutes
David Kleinfeld
Al Pacino Sean Penn Penelope Ann Miller Luis Guzman John Alberto Leguizamo Ingrid Rogers James Rebhorn Joseph Siravo Viggo Mortensen Richard Foronjy Jorge Porcel
ex-convict lawyer friend dancer girlfriend gangster tense gritty emotional new york city nightclub courtroom big city criminal underworld crime shady dealings drugs gangsters murder ex-convicts
A Puerto Rican former convict, just released from prison, pledges to stay away from drugs and violence despite the pressure around him and lead on to a better life outside of N.Y.C.
7.5/10
Crime, Drama
UK|USA
1995
122 Minutes
Susan Sarandon Sean Penn Robert Prosky Raymond J. Barry R. Lee Ermey Celia Weston Lois Smith Scott Wilson Roberta Maxwell
criminal nun prisoner lawyer victim emotional moving louisiana prison murder faith guilt salvation discovery quest 1990s
A nun, while comforting a convicted killer on death row, empathizes with both the killer and his victim's families.
6.8/10
Drama
USA
2011
138 Minutes
Brad Pitt Sean Penn Jessica Chastain Fiona Shaw Irene Bedard Jessica Fuselier Hunter McCracken Laramie Eppler Tye Sheridan
father mother son brother middle-aged man architect brooding emotional profound small town waco, texas household wilderness street childhood existential crisis nature memory family aging
The story of a family in Waco, Texas in 1956. The eldest son witnesses the loss of innocence and struggles with his parents' conflicting teachings.
6.8/10
Mystery & Thriller
UK|USA|Mexico
1985
131 Minutes
Daulton Lee
Timothy Hutton Sean Penn David Suchet Lori Singer Pat Hingle Dorian Harewood Mady Kaplan Richard Dysart Chris Makepeace
civilian defense contractor friend spy operative cop father suspenseful uneasy california facility embassy mexico field prison cold war espionage treason drug addiction disillusionment friendship
The true story of a disillusioned military contractor employee and his drug pusher childhood friend who became walk-in spies for the Soviet Union.
6.8/10
Mystery & Thriller, Drama
USA|United Arab Emirates
2010
107 Minutes
Joseph Wilson
Naomi Watts Sean Penn Sam Shepard Ty Burrell David Andrews Brooke Smith Noah Emmerich Bruce McGill Michael Kelly Liraz Charchi Khaled Nabawy
cia agent wife husband writer diplomat government official thrilling tense suspenseful washington, d.c. new york city government offices city home secret identity journalism corruption leaked information chase betrayal
CIA operative Valerie Plame discovers her identity is allegedly leaked by the government as payback for an op-ed article her husband wrote criticizing the Bush administration.
6.4/10
Mystery & Thriller, Drama
UK|France|Germany|USA
2005
123 Minutes
Nicole Kidman Sean Penn Catherine Keener Jesper Christensen Yvan Attal Michael Wright Earl Cameron George Harris Tsai Chin Clyde Kusatsu Eric Keenleyside
interpreter secret service agent president diplomat police chief suspenseful intricate thrilling united nations new york city matobo espionage assassination plot political intrigue diplomacy violence international conspiracy mystery revenge 2000s
Political intrigue and deception unfold inside the United Nations, where a U.S. Secret Service agent is assigned to investigate an interpreter who overhears an assassination plot.
6.2/10
Comedy
USA
1989
108 Minutes
Robert De Niro Sean Penn Demi Moore Hoyt Axton Bruno Kirby Ray McAnally James Russo Wallace Shawn
convict priest love interest daughter killer endearing playful canadian border small town prison monastery mistaken identity fugitives deception faith redemption escape discovery 1930s
Two escaped cons only prayer to escape is to pass themselves off as priests and pass by the police blockade at the border into the safety of Canada.
Comedy, Drama
2008
113 Minutes
Sean Penn
Robert De Niro Catherine Keener Sean Penn John Turturro Robin Wright Stanley Tucci Kristen Stewart Michael Wincott Bruce Willis Moon Bloodgood Remy Selma
movie producer hollywood producer sean penn gory jungle cannes film festival crisis trouble time transformation
A movie producer (Robert De Niro) tries to engineer a reconciliation with his ex-wife while dealing with a number of problems surrounding his latest projects.
7.2/10
Gay & Lesbian, Drama
USA|Mexico
2000
132 Minutes
Cuco Sanchez
Javier Bardem Olivier Martinez Andrea Di Stefano Johnny Depp Sean Penn Michael Wincott Najwa Nimri Hector Babenco Olatz Lopez Garmendia Vito Maria Schnabel Jerzy Skolimowski
poet rebel lover gay/lesbian dark gritty cuba prison new york city revolution exile poverty revenge homosexuality communism discovery fall 1970s
The life of Cuban poet and novelist, Reinaldo Arenas.
7.3/10
Comedy, Adventure, Fantasy
USA|UK
2013
114 Minutes
Sean O'Connell
Ben Stiller Kristen Wiig Shirley MacLaine Adam Scott Kathryn Hahn Sean Penn Patton Oswalt Adrian Martinez Olfur Darri Olafsson Marcus Antturi
dreamer boss mother love interest sister office worker airy dreamy city fantasy world surrealism office escape love magazine travel escape adventure 2010s
When both he and a colleague are about to lose their job, Walter takes action by embarking on an adventure more extraordinary than anything he could have ever imagined.
Documentary
2003
87 Minutes
Himself , Ray
Woody Harrelson Cheech Marin Nick Nolte Sean Penn Sheila Tousey
playwright nick nolte sean penn woody harrelson calm moving fascinating san francisco theater backstage theater production sam shepard father/son relationship writer's block performance adventure discovery 2000s
6.7/10
Action, Crime, Drama
USA
2013
110 Minutes
Mickey Cohen
Josh Brolin Ryan Gosling Nick Nolte Robert Patrick Michael Peña Giovanni Ribisi Anthony Mackie Emma Stone Sean Penn John Aylward Josh Pence
police officer gangster politician goon mob boss lover fiery tense gripping brutal los angeles police station street crime scene big city home law enforcement organized crime historical events justice
It's 1949 Los Angeles, the city is run by gangsters and a malicious mobster, Mickey Cohen. Determined to end the corruption, John O'Mara assembles a team of cops, ready to take down the ruthless leader and restore peace to the city.
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