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The second point does matter. It defines the morality of the world. This is a world where it was ok to green light a contest where the winning condition was thief of swim suit. This is a world where Chikage goes around raping women in broad day light. This is a world that obviously has different morals than our own.
Add that to the fact that Myuu is the daughter of the most powerful being and the nature of shouen power ups, I think Phil was alright to break her down as much as he could. To him, who knows how powerful she really is?
Really, that statement is the only thing that could evoke hatred. It really seemed to me that the statement was more directed at breaking her down than rape considering the context of how he stated it and his seeming conviction toward killing demons.
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