Including many of the lower budget B movies as well as the more well known classics. Starting with the 1930's , there's a list for each decade. I'll sprinkle in just a few 1920s releases onto this list as I am not a silent film expert to do a seperate list for those. And I'll only sprinkle in a few foreign language movies onto this and the other lists as I'm no expert on those either. The goal is to give a flavor of the time as best as possible given that most of us weren't around then. 

Olivia de Havilland, Errol Flynn, Basil Rathbone, and Eugene Pallette in The Adventures of Robin Hood (1938)

Ben Affleck, Michael Clarke Duncan, Jennifer Garner, and Colin Farrell in Daredevil (2003)

Sean Connery and Michael Caine in The Man Who Would Be King (1975)

Corinne Calvet and John Carroll in Plunderers of Painted Flats (1959)

Irene Dunne and Richard Dix in Cimarron (1931)

Anthony Daniels, Carrie Fisher, Mark Hamill, James Earl Jones, David Prowse, and Kenny Baker in Star Wars: Episode IV - A New Hope (1977)

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