
Source: Courtesy of 20th Century Fox
20. Butch Cassidy and the Sundance Kid
> Played by: Paul Newman and Robert Redford in “Butch Cassidy and the Sundance Kid” (1969)
Butch Cassidy and the Sundance Kid, played by Paul Newman and Robert Redford, are charismatic train robbers on the run from a posse in the Wild West. The desperadoes make their way to Bolivia in the hope that things will be better for them there.

Source: Courtesy of United Artists
19. Virgil Tibbs
> Played by: Sidney Poitier in “In the Heat of the Night” (1967)
Virgil Tibbs, played by Sidney Poitier, is an African-American police detective who comes into conflict with a racist police chief in a small Southern town in this adaptation of a John Ball novel. Poitier also played the role in two sequels.

Source: Courtesy of Dominant Pictures Corporation
18. Robin Hood
> Played by: Errol Flynn in “The Adventures of Robin Hood” (1938)
Robin Hood was the legendary heroic outlaw who led the Merry Men in their struggle against the evil King John and his henchmen, including the Sheriff of Nottingham. Errol Flynn’s portrayal of Robin is considered iconic.

Source: Courtesy of Warner Bros.
17. Harry Callahan
> Played by: Clint Eastwood in “Dirty Harry” (1971)
Harry Callahan, nicknamed Dirty Harry, is an antihero cop who dispenses rough justice to assorted villains and lowlifes in San Francisco.

Source: Courtesy of Paramount Pictures
16. Shane
> Played by: Alan Ladd in “Shane” (1953)
Shane, played by Alan Ladd, is a gunfighter looking for a quiet life who has to take on a ruthless cattle baron and his henchmen who are preying on settlers in the Wyoming Territory.
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