My contribution will be “Below 459”. It takes place on a West German submarine in 1968 that drifts in the Baltic Sea. The boat is severely damaged, so the player has to wait for a rescue team. What they don’t know is if they have already crossed the Iron Curtain or not.
I really loved the mechanic in Disco Elysium where the player character is defined by their choice of thoughts and want to implement something similar. Some cards will prompt the player to come up with pro communist or pro capitalist thoughts, thus shaping the mind of the character being rescued. If you survive, you have to flip one last card. A red suit indicates a communist rescue team, a black one a capitalist one. If the player’s choice of alignment matches those of the rescue team they won, otherwise they will be imprisoned. This doesn’t really count as winning the game, does it?