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Do you think it's possible that George found out about Yasu's "love duel" and took it into his own hands to see that "Shannon/George" was chosen by the roulette? And possibly removing naysayers to their love in the process? I could see that happening considering his characterization in the fantasy scenes.
But how would Hachijo Tohya know to characterize George this way? I don't think EP1/2 have any clues about George's devotion/insanity so it's likely that these are embellishments not known to Yasu at the time of the message bottle writings.
Hell, maybe George actually FOUND the message bottles and Yasu's manuscripts and took them seriously.
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