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1. The Dark Side of the Sun (1989)
A youthful Brad Pitt stars in this drama about a man looking for the cure to a rare skin disease who discovers love on the way. ~ Jonathan Crow, Rovi
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2. Mr. & Mrs. Smith (2005)
directed by Doug Liman
featuring Brad Pitt, Angelina Jolie, Vince Vaughn, Adam Brody, Kerry WashingtonMany married couples have secrets, but one pair of lovebirds discover they've both been living dangerous secret lives in this action thriller laced ... More
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3. True Romance (1993)
directed by Tony Scott
featuring Christian Slater, Patricia Arquette, Dennis Hopper, Gary Oldman, Brad PittQuentin Tarantino scripted this wild and wooly blend of action and dark comedy, which reached theaters a year before his breakthrough hit Pulp ... More
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4. Burn After Reading (2008)
directed by Ethan Coen, Joel Coen
featuring George Clooney, Frances McDormand, John Malkovich, Tilda Swinton, Brad PittJoel and Ethan Coen's jet-black comedy Burn After Reading begins with CIA agent Osborne Cox (John Malkovich) losing his job. This prompts his long ... More
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5. Fight Club (1999)
directed by David Fincher
featuring Edward Norton, Brad Pitt, Helena Bonham Carter, Meat Loaf, Jared LetoIn this darkly comic drama, Edward Norton stars as a depressed young man (named in the credits only as "Narrator") who has become a small cog in the ... More
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6. Megamind (2010)
directed by Tom McGrath
featuring Will Ferrell, Brad Pitt, Tina Fey, Jonah Hill, David CrossNotorious Metro City villian Megamind (voice of Will Ferrell) becomes an unlikely savior to the troubled metropolis after defeating beloved do-gooder ... More
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7. Moneyball (2011)
directed by Bennett Miller
featuring Brad Pitt, Jonah Hill, Philip Seymour Hoffman, Robin Wright, Chris Pratt, Stephen BishopBennett Miller's adaptation of Michael Lewis' non-fiction best seller Moneyball stars Brad Pitt as Billy Beane, a one-time phenom who flamed out in ... More
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8. Spy Game (2001)
directed by Tony Scott
featuring Robert Redford, Brad Pitt, Catherine McCormack, Stephen Dillane, Larry BryggmanBrad Pitt is reunited as a co-star with his A River Runs Through It (1992) director Robert Redford for this espionage thriller from Tony Scott. On ... More
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9. Ocean's Thirteen (2007)
directed by Steven Soderbergh
featuring George Clooney, Brad Pitt, Matt Damon, Andy GarciaCinema icon Al Pacino joins a powerhouse cast headed by of George Clooney, Brad Pitt, Matt Damon, Andy Garcia, Don Cheadle, Bernie Mac, and series ... More
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10. Kalifornia (1993)
directed by Dominic Sena
featuring Brad Pitt, Juliette Lewis, David Duchovny, Michelle Forbes, Sierra PecheurThis debut feature film from music video director Dominic Sena is a romp through the world of serial killing, which in its bleakness and moral ... More
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11. The Devil's Own (1997)
directed by Alan J. Pakula
featuring Harrison Ford, Brad Pitt, Margaret Colin, Rubén Blades, Treat WilliamsList of all editionsA policeman plays Good Samaritan to a visitor from Ireland, only to discover that he has a potentially deadly secret. Belfast-born Frankie McGuire ... More
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12. 12 Monkeys (1995)
directed by Terry Gilliam
featuring Bruce Willis, Madeleine Stowe, Brad Pitt, Christopher Plummer, David MorseList of all editionsAn intense film about time travel, this sci-fi entry was directed by Terry Gilliam, a member of the comedy troupe Monty Python. The film stars Bruce ... More
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13. Interview With the Vampire (1994)
directed by Neil Jordan
featuring Tom Cruise, Brad Pitt, Antonio Banderas, Stephen Rea, Christian SlaterList of all editionsAnne Rice's best-selling romantic horror tale about the origins of a centuries-old vampire inspired this popular, atmospheric chiller. One of ... More
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14. Johnny Suede (1992)
directed by Tom DiCillo
featuring Brad Pitt, Calvin Levels, Alison Moir, Catherine Keener, Tina LouiseList of all editionsTom DiCillo directed this surrealistic black comedy starring Brad Pitt as Johnny Suede, a young man with an attitude and an immense pompadour, who ... More
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15. The Curious Case of Benjamin Button (2008)
directed by David Fincher
featuring Brad Pitt, Cate Blanchett, Taraji P. Henson, Julia Ormond, Jason FlemyngDavid Fincher's The Curious Case of Benjamin Button, an adaptation of F. Scott Fitzgerald's story, re-teams the director with Brad Pitt, who takes on ... More
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16. Inglourious Basterds (2009)
directed by Quentin Tarantino
featuring Brad Pitt, Mélanie Laurent, Christoph Waltz, Eli Roth, Michael Fassbender, Diane KrugerList of all editionsA group of hardened Nazi killers stalk their prey in Nazi-occupied France as a Jewish cinema owner plots to take down top-ranking SS officers during ... More
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17. Legends of the Fall (1994)
directed by Edward Zwick
featuring Brad Pitt, Anthony Hopkins, Aidan Quinn, Henry Thomas, Julia Ormond, Tantoo CardinalList of all editionsThe sweeping, melodramatic saga of three brothers, their powerful father, and a beautiful woman, the popular period drama Legends of the Fall ... More
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18. A River Runs Through It (1992)
directed by Robert Redford
featuring Craig Sheffer, Brad Pitt, Tom Skerritt, Brenda Blethyn, Emily Lloyd, Joseph Gordon-LevittRobert Redford's lyrical direction sets the tone for this evocative adaptation of author Norman MacLean's memoir of his idyllic Montana youth. The ... More
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19. Across the Tracks (1989)
directed by Sandy Tung
featuring Rick Schroder, Brad Pitt, David Anthony Marshall, Carrie SnodgressList of all editionsRick Schroder and Brad Pitt are cast as unlikely brothers in Across the Tracks. Schroder is a drug-dealing layabout, while Pitt is a hardworking ... More
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20. The Tree of Life (2011)
directed by Terrence Malick
featuring Brad Pitt, Sean Penn, Jessica Chastain, Hunter McCracken, Laramie Eppler, Tye SheridanList of all editionsThe eldest son of a 1950s-era Midwestern family sets out on an existential journey that leads him to question his faith while seeking the answers to ... More
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21. Cutting Class (1989)
directed by Rospo Pallenberg
featuring Donovan Leitch, Jill Schoelen, Brad Pitt, Roddy McDowall, Martin MullList of all editionsThis reject from slasher-movie remedial school -- featuring copious amounts of teen sex and the usual unimaginative gore murders -- involves the ... More
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22. Seven Years in Tibet (1997)
directed by Jean-Jacques Annaud
featuring Brad Pitt, David Thewlis, B.D. Wong, Mako, Danny Denzongpa, Jamyang Jamtsho Wangchuk, Lhakpa TsamchoeList of all editionsTypically impressive natural vistas from director Jean-Jacques Annaud (some secretly filmed on location in Tibet) highlight this adaptation of the ... More
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23. The Assassination of Jesse James by the Coward Robert Ford (2007)
directed by Andrew Dominik
featuring Brad Pitt, Casey Affleck, Sam Shepard, Mary-Louise Parker, Paul SchneiderList of all editionsBrad Pitt stars as legendary Wild West outlaw Jesse James in Chopper director Andrew Dominik's cinematic rendering of the events that would ... More
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24. Snatch (2000)
directed by Guy Ritchie
featuring Mike Reid, Benicio Del Toro, Dennis Farina, Vinnie Jones, Brad Pitt, Jason FlemyngList of all editionsGuy Ritchie's sophomore follow-up to his 1998 sleeper hit Lock, Stock, and Two Smoking Barrels, Snatch revisits the previous film's territory of ... More
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25. Sleepers (1996)
directed by Barry Levinson
featuring Kevin Bacon, Robert De Niro, Billy Crudup, Dustin Hoffman, Bruno Kirby, Jason Patric, Brad Pitt, Vittorio GassmanList of all editionsBarry Levinson directed this crime drama based on a controversial bestseller. Jason Patrick stars as Lorenzo, a New York reporter more commonly ... More
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