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Movies Starring Maggie Gyllenhaal

You’re now browsing page 2, where even more remarkable films with Maggie Gyllenhaal await. If you’ve already sampled some highlights on previous pages, take this opportunity to discover additional performances and find your new favorite. Keep exploring and enjoy the cinematic journey!

Strip Search (2004)

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Strip Search follows several parallel stories examining personal freedoms vs. national security in the aftermath of 9/11; two main subplots involve an American woman detained in China and an Arab man detained in New York City.

Criminal (2004)

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Needing a new partner capable of intricate cons, Richard Gaddis, recruits Rodrigo, a crook with a perfect poker face. The two plan a big-time scam: selling a fake Silver Certificate to currency collector William Hannigan. Rodrigo distrusts his new associate, but needs money to help out his ill father. The situation becomes more complicated when Rodrigo falls for Gaddis' sister, Valerie, drawing another player into the game.

Mona Lisa Smile (2003)

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Katherine Watson is a recent UCLA graduate hired to teach art history at the prestigious all-female Wellesley College, in 1953. Determined to confront the outdated mores of society and the institution that embraces them, Katherine inspires her traditional students, including Betty and Joan, to challenge the lives they are expected to lead.

Secretary (2002)

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A young woman, recently released from a mental hospital, gets a job as a secretary to a demanding lawyer, where their employer-employee relationship turns into a sexual, sadomasochistic one.

40 Days and 40 Nights (2002)

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Matt Sullivan's last big relationship ended in disaster and ever since his heart's been aching and his commitment's been lacking. Then came Lent, that time of year when everybody gives something up. That's when Matt decides to go where no man's gone before and make a vow: No sex. Whatsoever. For 40 straight days. At first he has everything under control. That is until the woman of his dreams, Erica, walks into his life.

Cecil B. Demented (2000)

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A young lunatic director and his devoted cult of cinema terrorists kidnap a Hollywood movie goddess and force her to star in their radical underground movie.

The Patron Saint of Liars (1998)

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Unhappy in her marriage, expectant mother Rose (Dana Delany) flees to a home for unwed mothers in rural Tennessee in this adaptation of Ann Patchett's novel. When she stays on after her baby is born, Rose becomes friends with an elderly nun (Sada Thompson) and begins a relationship with the local handyman, Son (Clancy Brown). Everything seems fine until Rose's first husband tracks her down and she's forced to relive her troubled past.