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Only 2 ways I see this happening is: - it breaks, so tengu offers the upgrade - tengu just offers it anyway of his lineage is confirmed. In turn tengu gets back his sword while giving Zoro his ancestors blade.

Maybe, if the whole "Life Surgery" thing is true with them and they are immortal, it would be a very neat way to tie him to Ryuma and potentially a fight with Zoro.

Aren't they just random swords lol? Kaido left them the swords to fight over. Shodai is with the Monk Gorosei and unless one of those 2 other samurai are Tengu, not sure how thst sword leaves Onigashima, considering those swords seem to be random.