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15. 'Bronco Billy' (1980) -

Let's kick things off with 15 of his best movies. In this film titled 'Bronco Billy,' Clint Eastwood plays the role of a modern cowboy who strives to maintain the audience's attention in a declining traveling circus. Eastwood also directed the movie. 

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14. 'The Bridges of Madison County' (1995) -

Clint Eastwood directs and stars in the film, playing photographer Robert Kincaid. The story revolves around his intimate relationship with Meryl Streep's character, an Italian-American woman who feels lonely while her husband is away fighting in the war. 

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13. 'Space Cowboys' (2000) -

This action-drama movie, directed and produced by Eastwood, features himself, Tommy Lee Jones, and Donald Sutherland as a team of retired astronauts tasked with repairing and retrieving a satellite.

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12. 'Pale Rider' (1985) -

Eastwood both directs and stars in this iconic Western film where he portrays a preacher defending his town against a mining corporation's attempted land acquisition.

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11. 'American Sniper' (2014) -

Chris Kyle, portrayed by Bradley Cooper, holds the record for the highest number of kills in the American military with 255, obtained during his four tours in Iraq. Upon his return to his family, he struggles to put the war behind him. Directed by Eastwood, this film was nominated for Best Picture at the Oscars.

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10. 'Flags of Our Fathers' (2006) -

Directed by Clint Eastwood, this historical drama explores the lives of six soldiers who bravely raised the flag at Iwo Jima, a harrowing battle in World War II. It is based on James Bradley's bestselling novel.

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9. 'Play Misty for Me' (1971) -

Eastwood stars as a disc jockey who engages in a romantic encounter with a fan played by Jessica Walter. However, his safety is threatened when another woman enters his life. Eastwood also directs.

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8. 'A Perfect World' (1993) -

T. J. Lowther plays a young boy who is abducted by Kevin Costner, an escaped convict. Despite the unusual situation, their friendship deepens. Eastwood both directs and appears as a Texas Ranger in this film.

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7. 'Mystic River' (2003) -

Clint Eastwood's mystery drama, directed by himself, features Sean Penn, Tim Robbins, and Kevin Bacon as childhood friends who reunite after being separated by time. The film received Academy Award nominations for Best Director and Best Picture.

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6. 'Million Dollar Baby' (2004) -

Clint Eastwood directed, co-produced, and starred in this sports film that centers around a female fighter played by Hilary Swank. The protagonist seeks guidance from a resilient and underappreciated boxing trainer in her journey to become a professional. Eastwood's exceptional directing skills led him to win the Best Director Oscar, while the film itself won the prestigious Best Picture award. Additionally, Eastwood received a nomination for Best Actor.

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5. 'Letters From Iwo Jima' (2006) -

A nomination for Best Picture at the Oscars was earned by this historical drama depicting the viewpoint of Japanese fighters during the Battle of Iwo Jima in the Pacific War. Clint Eastwood also got a nomination for Best Director.

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4. 'Bird' (1988) -

This biographical movie pays tribute to the intricate life and enduring impact of the iconic jazz saxophonist, Charlie "Bird" Parker. Eastwood was in the director's chair again. 

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3. 'High Plains Drifter' (1973) -

The plot of this American western movie revolves around a hired gunslinger who safeguards the small town of Lago from three perilous outlaws. Clint Eastwood plays the lead role and directs the film.

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2. 'The Outlaw Josey Wales' (1976) -

In Missouri, a farmer played by Eastwood seeks vengeance after Union soldiers kill his family, leading him to join a group of Confederate fighters in the Civil War. Following the war, he goes on the run from bounty hunters. Clintwood was also the director. 

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1. 'Unforgiven' (1992) -

This iconic western surpasses all of Clint Eastwood's other films. Following years of working as a farmer, a former gunslinger (portrayed by Eastwood) is enlisted for a final mission. Eastwood earned the Best Director Oscar, while the film triumphed as Best Picture. Moreover, Eastwood received a nomination for Best Actor.

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Clint Eastwood's worst movies to date -

While Eastwood's films have gained widespread acclaim over the years, not every endeavor could achieve the same level of success. Explore these 15 movies by the esteemed filmmaker that fell short of expectations.

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15. 'Sully' (2016) -

Tom Hanks portrays Chesley Sullenberger, a pilot and heroic figure, in this film based on real events. Sullenberger skillfully lands a damaged plane in the Hudson River, ensuring the safety of all passengers. Although Time Out is critical, the overall reception of this Eastwood-directed movie was positive. 

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14. 'The Eiger Sanction' (1975) -

Jonathan Hemlock, portrayed by Clint Eastwood, is a part-time art professor and part-time assassin. He is persuaded to come out of retirement to seek vengeance for a dear friend. The film is also directed by Eastwood.

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13. 'Absolute Power' (1997) -

Director Eastwood tells the story of a skilled jewel thief (played by Eastwood) whose life is upended when he witnesses the murder of a woman by Secret Service agents.

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12. 'The Gauntlet' (1977) -

In this action-packed thriller, Eastwood plays a tough police officer who develops an unexpected romance with a prostitute named Sondra Locke. The gripping storyline unfolds as he is assigned to accompany her to testify in a mob trial. Eastwood directed. 

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11. 'Sudden Impact' (1983) -

In the film 'Sudden Impact' (1983), Sondra Locke portrays a rape survivor seeking vengeance on her attackers, taking them out one by one. Eastwood plays the relentless detective, Harry Callahan, who is determined to track down the victim-turned-murderer. This installment is the fourth in the renowned 'Dirty Harry' series and stands out as the only one directed by Eastwood himself.

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10. 'Blood Work' (2002) -

Inspired by the book written by Michael Connelly, this action-packed drama revolves around the life of a retired FBI agent who must reenter the world of crime-fighting to apprehend a notorious serial killer. Clint Eastwood takes on the lead role and directs the film.

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9. 'Honkytonk Man' (1982) -

Directed by and starring Eastwood, this musical drama narrates the story of a country musician who leaves behind a humble farm life to chase his aspirations of performing at the Grand Ole Opry.

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8. 'Jersey Boys' (2014) -

Directed by Eastwood, this musical film chronicles the remarkable journey of The Four Seasons, a rock and roll band. The band is portrayed by John Lloyd Young, Erich Bergen, Vincent Piazza, and Michael Lomenda.

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7. 'Firefox' (1982) -

Directed and produced by Eastwood, this action-packed film follows a pilot who embarks on a daring mission to procure a fighter aircraft from the Soviet Union.

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6. 'The Rookie' (1990) -

Clint Eastwood both directs and stars in this action-packed thriller. The film follows a seasoned detective joined by a young cop (played by Charlie Sheen) in pursuit of a renowned criminal.

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5. 'White Hunter Black Heart' (1990) -

This adventure movie portrays a film director who becomes preoccupied with hunting elephants while filming in Africa. Clint Eastwood takes on the role of the protagonist and also serves as the director.

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4. 'Gran Torino' (2008) -

In this drama, Eastwood plays the role of a grumpy widower and retired Korean War veteran. He takes it upon himself to teach his young neighbor a lesson after the neighbor tries to steal his beloved 1972 Gran Torino. Eastwood also serves as the director.

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3. 'Heartbreak Ridge' (1986) -

A soon-to-retire US Marine faces challenges in keeping the peace with his ex-wife and superiors, all while training an unruly group of soldiers. Eastwood stars in and directs this film.

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2. 'J. Edgar' (2011) -

Directed by Eastwood, this biographical drama features Leonardo DiCaprio as J. Edgar Hoover, portraying the fascinating life and career of the man who led the FBI for nearly half a century.

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1. 'Hereafter' (2010) -

In this film directed by Eastwood, three individuals find themselves interconnected through their communication with deceased spirits. Having received a critics' score of 47% on Rotten Tomatoes and an audience score of 38%, this fantasy drama stands out as Eastwood's worst-received movie. 

See also: Career lows—the worst films these actors ever made

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