In The Rocketeer we see the heavie's troops (Nazi paramilitary types, not real military, takes place in the US.) packing P38's circa 1934 or 1936.
In the Movie about Rourke's Drift in the Zulu wars the good guys are packing the Webley MkVI.
But I think the pre-Civil War SAA's and lever guns are the most outrageous I've seen.
On the correct side of the ledger I saw a guy in a late period Western with a new fangled Mannlicher pistol. It was something of a curiosity.
I've heard it said that it's traditional for the genteel officer class heavy to have a Luger while the creepy heavy has a Broomhandle.
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