Sean Penn

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Milk

When a famous person, like the nation's first openly gay male city supervisor, inspires an acclaimed book (The Mayor of Castro Street) and Oscar-winning documentary (The Times of Harvey Milk), a biopic can seem superfluous at best. Taking over from Oliver Stone and Bryan Singer, Gus Van Sant, whose previous picture was the more experimental Paranoid Park, directs with such grace, he renders the concern moot.

The Interpreter

Director Sydney Pollack delivers megawatt star power, high gloss, and political passion to The Interpreter, his first thriller since The Firm. With Nicole Kidman and Sean Penn delivering smooth, understated performances, the film more closely recalls Pollack's 1975 Robert Redford/Faye Dunaway paranoid thriller Three Days of the Condor, trading conspiratorial politicians for potential assassination in the United Nations General Assembly (this being the first film ever granted permission to use actual U.N. locations). Kidman plays a U.N.

All The King's Men

Sean Penn gives another powerhouse performance in All the King's Men, leading a topnotch cast in writer-director Steven Zaillian's underrated adaptation of the Pulitzer prize-winning 1946 novel by Robert Penn Warren. When you consider that the previous 1949 film version earned well-deserved Academy Awards for director Robert Rossen and actors Broderick Crawford and Mercedes McCambridge, it's no surprise that Zaillian's film was expected to earn similar acclaim, but lukewarm critical reception and disappointing box-office gave it the stigma of a noble failure.

Sweet And Lowdown

Woody Allen makes beautiful music but only fitful comedy with his story of "the second greatest guitar player in the world." Sean Penn plays Emmett Ray, an irresponsible, womanizing swing guitar player in Depression-era America who is guided by an ego almost as large as his talent. "I'm an artist, a truly great artist," he proclaims time and time again, and when he plays, soaring into a blissed-out world of pure melodic beauty, he proves it.

Taps

In this compelling drama, a cadet major (Timothy Hutton) leads his fellow military students in an armed revolt to prevent authorities from turning their school into a condominium complex. His surrogate father, who is also the academy's commander (George C. Scott), vows to fight the closing as well. But when an unexpected accident leads to the school's demise, military discipline goes haywire and tragedy results. Sean Penn, Tom Cruise and Ronny Cox co-star in this thought-provoking film that questions the values and morals of today's society.

Mystic River

uperior acting, writing, and direction are on impressive display in the critically acclaimed Mystic River, Clint Eastwood's 24th directorial outing and one of the finest films of 2003. Sharply adapted by L.A. Confidential Oscar-winner Brian Helgeland from the novel by Dennis Lehane, this chilling mystery revolves around three boyhood friends in working-class Boston--played as adults by Tim Robbins, Sean Penn, and Kevin Bacon--drawn together by a crime from the past and a murder (of the Penn character's 19-year-old daughter) in the present.

The Game

Van Orton is a successful businessman who is always in control. He lives a well-ordered life - until an unexpected birthday gift from his brother destroys it all. The Game does a tremendous job of presenting the story of a rigid control freak trapped in circumstances that are increasingly beyond his control. Michael Douglas plays a rich, divorced, and dreadful investment banker whose 48th birthday reminds him of his father's suicide at the same age.

Fast Times At Ridgemont High

It's Awesome! Totally Awesome! Fast times at Ridgemont High, directed by Amy Heckerling (Clueless), is simply a modern cult classic. First-time screenwriter Cameron Crowe (Jerry Maguire), went undercover as a high school student and came back with the straight dope on sex, drugs, and rock 'n' roll, while capturing some of the most memorable screen characters ever.

21 Grams

Sean Penn and Benecio Del Toro, two of the most gripping actors around, play wildly different men linked through a grieving woman (Naomi Watts, Mulholland Drive, The Ring) in 21 Grams. Del Toro (Traffic, The Usual Suspects) delves deep into the role of an ex-con turned born-again Christian, a deeply conflicted man struggling to set right a terrible accident, even at the expense of his family. Penn (Mystic River, Dead Man Walking) captures a cynical, philandering professor in dire need of a heart transplant, which he gets from the death of Watts' husband.

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