Best Sean Penn Flicks
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- DirectorGus Van SantStarsSean PennJosh BrolinEmile HirschThe story of American gay activist Harvey Milk, who fought for gay rights and was elected as California's first openly gay official.Gus Van Sant
- DirectorSean PennStarsEmile HirschVince VaughnCatherine KeenerAfter 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.Penn directed. Does not act.
- DirectorTim RobbinsStarsSusan SarandonSean PennRobert ProskyA nun, while comforting a convicted killer on death row, empathizes with both the killer and his victim's families.Tim Robbins
- DirectorDennis HopperStarsSean PennRobert DuvallMaria Conchita AlonsoAn experienced cop and his rookie partner patrol the streets of East Los Angeles while trying to keep the gang violence under control.Dennis Hopper
- DirectorAmy HeckerlingStarsSean PennJennifer Jason LeighJudge ReinholdA group of Southern California high school students are enjoying their most important subjects: sex, drugs and rock n' roll.
- DirectorClint EastwoodStarsSean PennTim RobbinsKevin BaconThe tragic murder of a 19-year-old girl reunites three childhood friends still living in Boston--the victim's gangster father, a detective, and the disturbed man they both suspect of killing her.Clint Eastwood
- DirectorBrian De PalmaStarsAl PacinoSean PennPenelope Ann MillerA 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.Brian De Palma
- DirectorDavid FincherStarsMichael DouglasDeborah Kara UngerSean PennAfter a wealthy San Francisco banker is given an opportunity to participate in a mysterious game, his life is turned upside down as he begins to question if it might really be a concealed conspiracy to destroy him.David Fincher
- DirectorJessie NelsonStarsSean PennMichelle PfeifferDakota FanningAn intellectually disabled 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.
- DirectorAlejandro G. IñárrituStarsSean PennBenicio Del ToroNaomi WattsA freak accident brings together a critically ill mathematician, a grieving mother, and a born-again ex-con.
- DirectorDoug LimanStarsNaomi WattsSean PennSonya DavisonCIA 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.
- DirectorSean PennStarsJack NicholsonDavid MorseAnjelica HustonFreddy Gale is a seedy jeweller who has sworn to kill the drunk driver who killed his little girl.Penn Directs. does not act
- DirectorNiels MuellerStarsSean PennNaomi WattsDon CheadleBased on real life events, Assassination is set in 1974 and centers on a businessman who decides to take extreme measures to achieve his American dream.
- DirectorOliver StoneStarsSean PennJennifer LopezNick NolteA man heading to Vegas to pay off his gambling debt before the Russian mafia kills him is forced to stop in an Arizona town where everything that can go wrong does go wrong.Oliver Stone
- DirectorWoody AllenStarsSean PennSamantha MortonWoody AllenIn the 1930s, jazz guitarist Emmet Ray idolizes Django Reinhardt, faces gangsters and falls in love with a mute woman.Woody Allen
- DirectorSean PennStarsDavid MorseViggo MortensenValeria GolinoA Vietnam vet comes home to his small town and finds himself in conflict with rules that his brother has vowed to uphold.Penn's directorial debut. Does not act
- DirectorBrian De PalmaStarsMichael J. FoxSean PennDon HarveyDuring the Vietnam War, a soldier finds himself the outsider of his own squad when they unnecessarily kidnap a female villager.Brian De Palma
- DirectorSteven ZaillianStarsSean PennJude LawKate WinsletBased on the Robert Penn Warren novel. The life of populist Southerner Willie Stark, a political creature loosely based on Governor Huey Long of Louisiana.
- DirectorSydney PollackStarsNicole KidmanSean PennCatherine KeenerPolitical 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.Sydney Pollack
- DirectorPhil JoanouStarsSean PennEd HarrisGary OldmanA Boston cop is recruited to return to his hometown and infiltrate the mob ran by his best friend's brother.
- DirectorLeo PennStarsMartin SheenSam WanamakerMax GailAmerican judge in Germany must decide if the hijacking of an East German plane into West Berlin was justified.Leo Penn
- DirectorJames FoleyStarsSean PennChristopher WalkenMary Stuart MastersonReunited 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.
- DirectorAnthony DrazanStarsSean PennKevin SpaceyChazz PalminteriHollywood movers and shakers dissect their own personal lives when everything seems to clash together.
- DirectorHarold BeckerStarsGeorge C. ScottTimothy HuttonRonny CoxMilitary cadets take extreme measures to ensure the future of their academy when its existence is threatened by local condo developers.
- DirectorRick RosenthalStarsSean PennReni SantoniJim MoodyChicago crime kid Mick O'Brien is sent to reform school after accidentally killing a rival's kid brother.
- DirectorJohn SchlesingerStarsTimothy HuttonSean PennPat HingleThe true story of a disillusioned military contractor employee and his drug pusher childhood friend who became walk-in spies for the Soviet Union.
- DirectorNick CassavetesStarsSean PennRobin WrightJohn TravoltaAfter being released from a psychiatric institution, a man tries to redeem himself in the eyes of his now-ex wife from the events that led up to his incarceration.
- DirectorNeil JordanStarsRobert De NiroSean PennDemi MooreTwo fugitives pass themselves off as priests in the hope of evading capture and passing the police blockade at the border with Canada.
- DirectorTerrence MalickStarsJim CaviezelSean PennNick NolteAdaptation of James Jones' autobiographical 1962 novel, focusing on the conflict at Guadalcanal during the second World War.Terrence Malick
- DirectorSean PennStarsJack NicholsonBenicio Del ToroPatricia ClarksonA retiring police detective pledges to catch the killer of a young child.Penn directs. does not act
- DirectorKathryn BigelowStarsCatherine McCormackSean PennSarah PolleyA newspaper photographer researches an 1873 double homicide and finds her own life paralleling that of a witness who survived the tragic ordeal.Kathryn Bigelow
- DirectorThomas VinterbergStarsJoaquin PhoenixClaire DanesSean PennTwo lovers attempt to save their relationship in a near-future world on the brink of cosmic collapse.
- DirectorPhilip HaasStarsKristin Scott ThomasSean PennAnne BancroftA widow finds choosing a new husband might not be her choice at all, as the actions of her various prospects confine her freedom.
- DirectorLouis MalleStarsDonald SutherlandJack WardenSean PennReduced to minding the counter at a crusty pawn shop, Weslake tumbles onto a scheme by some disgruntled misfit clients to rob the place. Rather than blow the whistle, however, he insinuates himself as the heist's mastermind.
- DirectorJim GoddardStarsSean PennMadonnaPaul FreemanShanghai, 1938: A missionary woman hires a fortune hunter to help her find 1100 lbs. opium lost, as wounded need the morphine. Adventure and romance follows.