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Literally have a fic like this planned, Illario is so worried about Spite being the issue that he is completely unprepared for Rook
I can see Lucanis wanting to bring Illario on a contract for old times sake to finally end the bad blood, but Rook trusts Illario about as far as they can throw him and thus they all end up on the World’s Worst Roadtrip where Lucanis is the glue keeping two of them from genuinely killing each other……..