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The Outlaw Westerns That Bent the Rules of Classic Genre Productions

A Still From The Outlaw Josey Wales (Photo: The Outlaw Josey Wales)

The classic Western genre has long been associated with tales of good vs. evil, where heroes and villains clash in a battle of morality and might. However, some films have dared to challenge these traditional boundaries, presenting complex, morally gray characters that blur the lines between right and wrong. These outlaw Westerns offer a refreshing twist on the genre, inviting audiences to question their assumptions about heroism and villainy. In the 1970s and 1990s, pioneering directors such as Clint Eastwood and Sam Peckinpah explored the complexities of outlawism, while more recent films like Quentin Tarantino’s “The Hateful Eight” and John Hillcoat’s “The Proposition” have continued to redefine the genre.

Clint Eastwood’s 1976 film “The Outlaw Josey Wales” is a prime example of this trend, following the titular character, a feared avenger who seeks revenge and protection in the Old West. Another notable film is Andrew Dominik’s 2007 “The Assassination of Jesse James by the Coward Robert Ford,” which explores the complex emotions and motivations behind Robert Ford’s infamous betrayal of Jesse James. Sam Peckinpah’s 1973 film “Pat Garrett & Billy the Kid” tells the poignant and violent story of two friends turned rivals, Billy the Kid and Pat Garrett, in a tale of redemption and betrayal.

Quentin Tarantino’s “The Hateful Eight” is a cinematic masterpiece, featuring a diverse ensemble cast of morally complex characters trapped in a wintry cabin, waiting for a storm to pass. David Mackenzie’s 2016 film “Hell or High Water” follows two brothers on a mission to rob banks and evade the law, with a sense of humor and a deep understanding of the American West. The classic buddy film “Butch Cassidy and the Sundance Kid” brings together two of the most lovable outlaws in cinematic history, as they go on a series of daring bank robberies and evasions.

A Still From The Outlaw Josey Wales (Photo: The Outlaw Josey Wales)

Sam Peckinpah’s “The Wild Bunch” tells the story of a gang of aging outlaws trying to survive in a rapidly changing West. Sam Raimi’s “The Quick and the Dead” features a diverse cast of morally complex characters, including Sharon Stone and Gene Hackman, in a high-stakes tournament of quick draws. John Hillcoat’s “The Proposition” follows a man forced to hunt down his brother, an outlaw, and the moral implications that ensue. Sergio Leone’s epic Western “The Good, the Bad and the Ugly” follows three morally complex characters on a quest for buried treasure, with a climactic finale that cements its place as the greatest Western of all time.

From Eastwood to Tarantino, these outlaw Westerns have redefined the genre, challenging audiences’ perceptions of heroism and villainy. With their complex characters, morally gray areas, and thrilling action, these films are a must-watch for any Western enthusiast.

Joemar Dela Cruz
Written By

Joemar is a film critic based in Manila, Philippines. He has a keen interest in analyzing the art of filmmaking and enjoys writing about both mainstream and arthouse cinema. Reach out to him at [email protected].

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