Clint Eastwood

What movie did Clint Eastwood co-starred with Charlie Sheen in?

Eastwood directed and starred in White Hunter Black Heart (1990), an adaptation of Peter Viertel's roman à clef, about John Huston and the making of the classic film The African Queen. Shot on location in Zimbabwe in the summer of 1989, the film received some critical attention but with only a limited release earned just $8.4 million. Eastwood directed and co-starred with Charlie Sheen in The Rookie, a buddy cop action film released in December 1990. Critics found the film's plot and characterization unconvincing, but praised its action sequences. An ongoing lawsuit, in response to Eastwood allegedly ramming a woman's car, resulted in no Eastwood films being shown in cinemas in 1991. Eastwood won the suit and agreed to pay the complainant's legal fees if she did not appeal.


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  • Tightrope (1984) had Eastwood starring opposite Geneviève Bujold in a provocative thriller, inspired by newspaper articles about an elusive Bay Area rapist. Set in New Orleans to avoid confusion with the Dirty Harry films, Eastwood played a divorced cop drawn into his target's tortured psychology and fascination for sadomasochism. Tightrope was a critical and commercial hit and became the fourth highest-grossing R-rated film of 1984. Eastwood next starred in the crime comedy City Heat (also 1984) alongside Burt Reynolds, a film about an ex-cop turned private eye and his former police lieutenant partner who get mixed up with gangsters in the Prohibition era of the 1930s. The film grossed around $50 million domestically, but was overshadowed by Eddie Murphy's Beverly Hills Cop.

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  • Eastwood starred in The Dead Pool (1988), the fifth and final film in the Dirty Harry series. It co-starred Patricia Clarkson, Liam Neeson, and a young Jim Carrey who plays Johnny Squares, a drug-addled rock star and the first of the victims on a list of celebrities drawn up by horror film director Peter Swan (Neeson) who are deemed most likely to die, the so-called "Dead Pool". The list is stolen by an obsessed fan who, in mimicking his favorite director, makes his way through the list killing off celebrities, of which Dirty Harry is also included. The Dead Pool grossed nearly $38 million, relatively low receipts for a Dirty Harry film. It is generally viewed as the weakest film of the series, though Roger Ebert thought it was as good as the original.

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  • Once filming of Breezy had finished, Warners announced that Eastwood had agreed to reprise his role as Callahan in Magnum Force (1973), a sequel to Dirty Harry, about a group of rogue young officers (among them David Soul, Robert Urich and Tim Matheson) in the San Francisco Police Department who systematically exterminate the city's worst criminals. Although the film was a major success after release, grossing $58.1 million in the United States (a record for Eastwood), it was not a critical success. The New York Times critic Nora Sayre panned the often contradictory moral themes of the film, while the paper's Frank Rich called it "the same old stuff".

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  • Eastwood next turned his attention towards Breezy (1973), a film about love blossoming between a middle-aged man and a teenage girl. During casting for the film Eastwood met Sondra Locke for the first time, an actress who would play major roles in six of his films over the next ten years and would become an important figure in his life. Kay Lenz got the part of Breezy because Locke, at age 29, was nearly twice the character's age. The film, shot very quickly and efficiently by Eastwood and Frank Stanley, came in $1 million under budget and was finished three days ahead of schedule. Breezy was not a major critical or commercial success.

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  • Eastwood starred in The Dead Pool (1988), the fifth and final film in the Dirty Harry series. It co-starred Patricia Clarkson, Liam Neeson, and a young Jim Carrey who plays Johnny Squares, a drug-addled rock star and the first of the victims on a list of celebrities drawn up by horror film director Peter Swan (Neeson) who are deemed most likely to die, the so-called "Dead Pool". The list is stolen by an obsessed fan who, in mimicking his favorite director, makes his way through the list killing off celebrities, of which Dirty Harry is also included. The Dead Pool grossed nearly $38 million, relatively low receipts for a Dirty Harry film. It is generally viewed as the weakest film of the series, though Roger Ebert thought it was as good as the original.

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