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I wonder... what if the Naoki you fight in DDS is from the Demon ending? Not the True Demon ending, but the one where Kagutsuchi gives up and refuses to fight or change the world. With the Vortex World being permanent, Naoki eventually finds a way out the same way Dante got in (whatever that was). He ends up in the Junkyard and meets his end at Serph's hands.