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1. Shakespeare in Love (1998)
directed by John Madden
featuring Joseph Fiennes, Gwyneth Paltrow, Geoffrey Rush, Judi DenchWilliam Shakespeare (Joseph Fiennes) is on a cold streak. Not only is he writing for Philip Henslowe (Geoffrey Rush), owner of "The Rose," a theatre ... More
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2. Emma (1996)
directed by Douglas McGrath
featuring Gwyneth Paltrow, Jeremy Northam, Toni Collette, Greta Scacchi, Alan CummingBased on the novel by Jane Austen (who in the '90s seemed to be in the running alongside William Shakespeare and Stephen King for the honors of most ... More
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3. The Royal Tenenbaums (2001)
directed by Wes Anderson
featuring Gene Hackman, Anjelica Huston, Ben Stiller, Gwyneth Paltrow, Luke WilsonDirector Wes Anderson and his longtime friend and writing partner Owen Wilson follow up Bottle Rocket (1996) and Rushmore (1998) with this similarly ... More
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4. Sliding Doors (1998)
directed by Peter Howitt
featuring Gwyneth Paltrow, John Hannah, John Lynch, Jeanne Tripplehorn, Zara TurnerBritish actor Peter Howitt wrote and directed this British romantic comedy-drama with a "road not taken" premise recalling the 1921 play If by Lord ... More
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5. Country Strong (2010)
directed by Shana Feste
featuring Gwyneth Paltrow, Tim McGraw, Garrett Hedlund, Leighton Meester, Marshall ChapmanA fallen country star (Gwyneth Paltrow) strives to resurrect her ailing career with a little help from her supportive husband (Tim McGraw), an ... More
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6. A Perfect Murder (1998)
directed by Andrew Davis
featuring Michael Douglas, Gwyneth Paltrow, Viggo Mortensen, David Suchet, Sarita ChoudhuryA Perfect Murder is based on Frederick Knott's play Dial M for Murder, filmed by Alfred Hitchcock in 1954. Married to commodities trader Stephen ... More
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7. Iron Man (2008)
directed by Jon Favreau
featuring Robert Downey, Jr., Terrence Howard, Jeff Bridges, Gwyneth Paltrow, Leslie BibbFrom Marvel Studios and Paramount Pictures comes Iron Man, an action-packed take on the tale of wealthy philanthropist Tony Stark (Robert Downey Jr.) ... More
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8. Duets (2000)
directed by Bruce Paltrow
featuring Maria Bello, Andre Braugher, Paul Giamatti, Huey Lewis, Gwyneth PaltrowDirector Bruce Paltrow teams with his Oscar-winning daughter Gwyneth Paltrow for this road comedy with music. Paltrow plays Liv, a struggling ... More
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9. Shallow Hal (2001)
directed by Bobby Farrelly, Peter Farrelly
featuring Gwyneth Paltrow, Jack Black, Jason Alexander, Joe Viterelli, Rene KirbyJack Black continues his march to stardom with this typical Farrelly brothers blend of broad comedy and a heartfelt message. Black is Hal Larsen, a ... More
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10. The Good Night (2007)
directed by Jake Paltrow
featuring Penélope Cruz, Gwyneth Paltrow, Martin Freeman, Simon Pegg, Danny DeVitoWritten and directed by Jake Paltrow, the romantic comedy The Good Night stars Martin Freeman as a onetime pop superstar who has swallowed his pride ... More
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11. Two Lovers (2009)
directed by James Gray
featuring Joaquin Phoenix, Gwyneth Paltrow, Vinessa Shaw, Isabella Rossellini, Elias KoteasList of all editionsA depressed young man moves back in with his parents and finds his life turned upside down as he struggles to choose between the beautiful daughter ... More
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12. View from the Top (2003)
directed by Bruno Barreto
featuring Gwyneth Paltrow, Mark Ruffalo, Candice Bergen, Christina Applegate, Mike MyersList of all editionsBrazilian filmmaker Bruno Barreto directs this comic look at the world of flight attendants starring Gwyneth Paltrow as Donna, a small town Nevada ... More
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13. The Pallbearer (1996)
directed by Matt Reeves
featuring David Schwimmer, Gwyneth Paltrow, Michael Rapaport, Barbara Hershey, Carol KaneList of all editionsThis dark comedy is a clever homage to classic generation gap comedies such as The Graduate (1967), The Last Picture Show (1971) and The Big Chill ... More
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14. Out of the Past (1998)
directed by Jeff Dupre
featuring Stephen Spinella, Gwyneth Paltrow, Cherry Jones, Edward Norton, Leland GanttList of all editionsThis 64-minute documentary, winner of the "Audience Award" at the 1998 Sundance Film Festival, details the hurdles that determined teenager Kelli ... More
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16. Iron Man 2 (2010)
directed by Jon Favreau
featuring Robert Downey, Jr., Gwyneth Paltrow, Don Cheadle, Scarlett Johansson, Sam Rockwell, Mickey Rourke, Samuel L. JacksonAs Tony Stark (Robert Downey Jr.) owns up to being Iron Man before the world press, Anton Vanko lies dying in Russia. Years ago, Anton worked with ... More
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17. Flesh and Bone (1993)
directed by Steve Kloves
featuring Dennis Quaid, Meg Ryan, James Caan, Gwyneth Paltrow, Scott WilsonList of all editionsSmall-time Texas businessman Arlis Sweeney (Dennis Quaid) can never shake the memory of his father's (James Caan) wasted life. What particularly ... More
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18. Proof (2005)
directed by John Madden
featuring Gwyneth Paltrow, Jake Gyllenhaal, Hope Davis, Anthony HopkinsList of all editionsA woman struggles to come to terms with the potentially dangerous legacy of her late father in this drama based on the award-winning stage play by ... More
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19. Sylvia (2003)
directed by Christine Jeffs
featuring Gwyneth Paltrow, Daniel Craig, Jared Harris, Amira Casar, Andrew HavillList of all editionsThe life of poet and novelist Sylvia Plath -- one of the most celebrated literary figures of her generation -- is brought to the screen in this ... More
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20. Cruel Doubt (1992)
directed by Yves Simoneau
featuring Blythe Danner, Ed Asner, Matt McGrath, Gwyneth Paltrow, Adam BaldwinThe two-part TV movie Cruel Doubt was based on a true story, as elucidated in book form by Joe McGinniss. In part one, aired May 17, 1992, Wealthy ... More
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21. Possession (2002)
directed by Neil LaBute
featuring Aaron Eckhart, Gwyneth Paltrow, Jennifer Ehle, Jeremy Northam, Lena HeadeyList of all editionsIn Neil LaBute's film adaptation of A.S. Byatt's Booker Prize-winning 1990 novel, Aaron Eckhart (who has starred in all of LaBute's films) plays ... More
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22. The Talented Mr. Ripley (1999)
directed by Anthony Minghella
featuring Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett, Philip Seymour HoffmanList of all editionsAfter the Oscar-winning The English Patient, writer/director Anthony Minghella attempted another tricky literary adaptation with The Talented Mr. ... More
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23. Bounce (2000)
directed by Don Roos
featuring David Paymer, Ben Affleck, Gwyneth Paltrow, Joe Morton, Natasha Henstridge, Tony GoldwynList of all editionsIn this romantic comedy-drama, two people whose lives were touched by the same tragedy find love. Buddy Amaral (Ben Affleck) is a successful L.A. ... More
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24. Sky Captain and the World of Tomorrow (2004)
directed by Kerry Conran
featuring Gwyneth Paltrow, Jude Law, Angelina Jolie, Giovanni Ribisi, Michael Gambon, Bai Ling, Omid DjaliliList of all editionsDirected by Kerry Conran, Sky Captain and the World of Tomorrow revolves around the mysterious disappearance of some of the world's most revered ... More
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25. Great Expectations (1998)
directed by Alfonso Cuarón
featuring Ethan Hawke, Gwyneth Paltrow, Hank Azaria, Chris Cooper, Anne Bancroft, Robert De NiroList of all editionsAlfonso Cuaron (The Little Princess) directed this Mitch Glazer screenplay, a modernization of the 1860-61 classic by Charles Dickens. Some ... More
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