#50: Monkey Island 2: LeChuck’s Revenge (LucasArts, DOS, 1991)
The Secret of Monkey Island was self-aware, but it has nothing on its sequel. Early on, Monkey Island 2 explicitly places itself as being about what happens when the story is over but you still need to generate new stories. There is no grand new adventure. It technically has a treasure hunt to act as a goal, but it keeps that pointedly vague. Most of the game plays out as a shaggy dog story told in flashback by our hero Guybrush Threepwood as he dangles over a pit awaiting rescue.
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