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No he did not. Hitetsu said he was waiting for someone upon meeting Luffy. It wasn't in reference to the Nidai Kitetsu. And the ones he was waiting for were Momonosuke and Hiyori, since he was holding onto Ame No Habakiri and Enma. Nothing there suggest it was Ushimaru's. The cursed...

Passed down to who? It's not like Ushimaru figured his son would return needing a sword. It's not the same as Oden who personally entrusted his swords to his children because they did not have any. I doubt it. It's too much of a stretch that Ushimaru lost the Nidai Kitetsu after being defeated...

No. Kaido gave the samurai random katanas to kill each other. The Nidai Kitetsu is also not his proper sword, as every Shimotsuki is buried alongside their sword.