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Someone I know is developing an insanely hard master quiz and has asked me for suggestions for questions. It can be from any pokémedium, for instance he's got questions that reference the Holon region from the TCG, the Réburst Manga, and other obscure mediums, but also plenty that are based off the main series games, both story wise and gameplay/mechanics.
Example questions:
What's the first region that was based outside of Japan?
Answer being Orre, from Colosseum, but you're made to think Unova.
What's special about a primary landmark in Laverre City? (Perhaps with further clarification that it's the fairy type city in Kalos)
It has 13 hours, a piece of trivia that's noticeable if you look hard or find online, but also very memorable.
What was the first game that gave a use beyond selling for pokedollars to an item described as a pretty, red sand?
Pokémon Go. The item is stardust and while I think the question is bullshit, he's pretty set on including it.
