Butch Cassidy and the Sundance Kid (1969), directed by George Roy Hill.
The most famous western outlaw buddy comedy. Loosely inspired by real characters, it is another story -- along with The Ghost and the Darkness (1996) -- that writer William Goldman had to tell as soon as he heard it.
In the late 1960s filmmakers worshiped outlaws and rebels. Add humor, romance, a couple of handsome, sexy stars (with luminous Katherine Ross for the gentlemen) and give it a retro-adventure gloss: instant blockbuster. Critics hated it, audiences disagreed.
It's nicely quirky until they kill six bandits in South America, then turns a bit sad. We have foreshadowing that all will not turn out well:
The friendly sheriff predicting they will die bloody: "You just get to choose where".
Etta Place saying she won't watch them die...
...and then going home before them.
The stars do some of their own stunts: Paul Newman on a bicycle and Robert Redford on top of a train.
In retrospect: "Raindrops Keep Fallin' On My Head" seems like a astonishingly bad song for this, but it won an Academy Award!
Would they do this today? Redford seduces Ross at gunpoint. It's a bit of comical role-play but we don't know that at first
Edith Head costumes, Conrad L. Hall cinematography.
Available on Blu-ray. The image seems soft, but I suspect that was the filming technique, meant to give a romantic antique look. The black levels are not very good. Edited commentary track.