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The Masaki = Hollow theory is plausible but the question still remains how the hell she gave birth. I mean I'm all for creativity and imagination, but... True, Neliel does look like she could bear a child, but then again Neliel is an arrancar created by Aizen. And he wasn't able to create Arrancars like this until he got the Hougyoku.
Even if she was a Vasto Lorde, that would still be a monster hollow with no human / shinigami characteristics. We don't know exactly how Vasto Lordes look like, but they would most likely still look like weird shaped monsters.
But this is kind of mind wrecking because the theory is really plausible. It could also be the reason why Isshin's powers were taken / why he got kicked out wherever he came from, because falling in love with a Hollow would be outrageous for a shinigami.
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