Seems like it would go horribly in practice. Chessmaster is when the good guys defeat the monster they weren't supposed but it causes a trap to open and captures them where they then escape but that's what you wanted because it escapes to the king's chamber where they are arrested by the royal guards who are secretly the Chessmaster's minions.
Imagine 5+ unconnected people doing that kind of thing. Seems like it would quickly turn into childish attempts to outdo each other.
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"If I'm reincarnated, I want to be Musashi again!" - Musashi, Brave Fencer Musashi
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