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CalamityEmu
I built a one-shot around this idea on a heavily-modded Tiny D6 system, letting people choose which of the 4 they wanted to be with variants like wealthy or scientific Victorian, captain or gunner pirate, disgraced or retired Samurai, cattle driver or 49βer, and so forth. I set it in San Francisco to get some good conflux of cultures.
Of my 4 players, 3 of them chose to be rich Victorians. facepalm
Our player who likes doing this to the DM: βSo theyβre giving us horses? What are the horsesβ names?β Our DM: ββ¦no. You choose.β
I made an adventure for this based on the Tiny D6 Pirates system. They were in 1820s or so San Francisco so weβve got robber barons, Emperor Norton, and all sorts of weird stuff thrown in. You can also have fun with cholera epidemics and floods and gold rushes.