Spoilers ahead: for the puzzle and the movies/games
This page reveals all categories and answers for this puzzle. It also discusses plot details, story endings, and other spoilers for some of the movies/games shown.
easy
Monster-collecting RPGs outside Pokemon
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The player collects, raises, trains, or battles creature companions, but none of these games are Pokemon. That is the whole diplomatic incident.
medium
Dinosaur park management
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The player builds attractions around dinosaurs, which means the business plan starts cute and ends with fence maintenance becoming a moral philosophy.
hard
Programming robots or agents
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Instead of directly doing the work, the player writes rules for robots or agents to follow. The fun is watching the machine obey you perfectly and still ruin everything.
tricky
Question titles
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Each title is phrased as a question, or close enough that the question mark does the work. The trick is reading the titles out loud before thinking about genres.