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Some great pessimistic games:
- Papers, Please
- Oregon Trail
Some great pessimistic games:
- Papers, Please
- Oregon Trail
But in Oregon trail you can win, so I'd call it a normal game.
Some other (relatively pessimistic) that I happen to have in my Steam library:
Don't Starve, Banished, The Long Dark, Frostpunk, This Is the Police, Orwell..
There are also many other from survival/horror genre.