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Did Ulquiorra ever love Orihime?

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No, Ulquihime is a fan-made paring, it has never been referenced in the manga and no such feelings ever took place. At best, Ulquiorra began to understand Orihime on a personal level, nothing more. Ulquiorra is first and foremost a hollow, so the feeling of love is very rare for a hollow to have considering they have lost their hearts. Ulquiorra never stated to have any sort of feelings for her. So it's a no.

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