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.
Eastwood's next film The Eiger Sanction (1975) was based on Trevanian's critically acclaimed spy novel of the same name. Eastwood plays Jonathan Hemlock in a role originally intended for Paul Newman, an assassin turned college art professor who decides to return to his former profession for one last "sanction" in return for a rare Pissarro painting. In the process he must climb the north face of the Eiger in Switzerland under perilous conditions. Mike Hoover taught Eastwood how to climb during several weeks of preparation at Yosemite in the summer of 1974 before filming commenced in Grindelwald, Switzerland on August 12, 1974. Despite prior warnings about the perils of the Eiger the film crew suffered a number of accidents, including one fatality. Despite the danger, Eastwood insisted on doing all his own climbing and stunts. Upon release in May 1975 The Eiger Sanction was marginally successful commercially, receiving $14.2 million at the box-office, and gained mixed reviews. Joy Gould Boyum of The Wall Street Journal dismissed the film as "brutal fantasy". Eastwood blamed Universal Studios for the film's poor promotion and turned his back on them to make an agreement with Warner Brothers, through Frank Wells, that has lasted to the present day.
More InfoEastwood starred with Shirley MacLaine in the western Two Mules for Sister Sara (1970), directed by Don Siegel. The film follows an American mercenary, who becomes mixed up with a prostitute disguised as a nun, and ends up helping a group of Juarista rebels during the reign of Emperor Maximilian I of Mexico. Eastwood again played a mysterious stranger – unshaven, wearing a serape-like vest, and smoking a cigar. Although it received moderate reviews, the film is listed in The New York Times Guide to the Best 1,000 Movies Ever Made. Around the same time, Eastwood starred as one of a group of Americans who steal a fortune in gold from the Nazis, in the World War II film Kelly's Heroes (also 1970), with Donald Sutherland and Telly Savalas. Kelly's Heroes was the last film Eastwood appeared in that was not produced by his own Malpaso Productions. Filming commenced in July 1969 on location in Yugoslavia and in London. The film received mostly a positive reception and its anti-war sentiments were recognized. In the winter of 1969–70, Eastwood and Siegel began planning his next film, The Beguiled (1971), a tale of a wounded Union soldier, held captive by the sexually repressed matron (played by Geraldine Page) of a Southern girls' school. Upon release the film received major recognition in France and is considered one of Eastwood's finest works by French critics. However, it grossed less than $1 million and, according to Eastwood and Lang, flopped due to poor publicity and the "emasculated" role of Eastwood.
More InfoDirty Harry (1971), written by Harry and Rita Fink, centers on a hard-edged New York City (later changed to San Francisco) police inspector named Harry Callahan who is determined to stop a psychotic killer by any means. Dirty Harry has been described as being arguably Eastwood's most memorable character, and the film has been credited with inventing the "loose-cannon cop" genre. Author Eric Lichtenfeld argues that Eastwood's role as Dirty Harry established the "first true archetype" of the action film genre. His lines (quoted above) are regarded by firearms historians, such as Garry James and Richard Venola, as the force that catapulted the ownership of .44 Magnum revolvers to new heights in the United States; specifically the Smith & Wesson Model 29 carried by Harry Callahan. Dirty Harry, released in December 1971, earned $22 million in the United States and Canada. It was Siegel's highest-grossing film and the start of a series of films featuring the character Harry Callahan. Although a number of critics praised Eastwood's performance as Dirty Harry, such as Jay Cocks who described him as "giving his best performance so far, tense, tough, full of implicit identification with his character," the film was also widely criticized as being fascistic. After having been second for the past two years, Eastwood was voted first in Quigley's Top Ten Money Making Stars Poll in 1972 and again in 1973.
More InfoEastwood 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.
More InfoTightrope (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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