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So I am torn between four options and scenarios.

First of, Y/n has to fight off Valentine and Painwheel but I see it as too early for any of them to fight each other.

Second, reunite Y/n and Filia so that the two can fight and Y/n can reveal he isn't the skull boy.

Third, introduce Nadia Fortune to Y/n via attempted pick pocketing and have them brawl it out on the street.

Fourth, Have Y/n meet Peacock and fight each other. Know that if I do this, there is going to be a very important and crucial moment.

So who should it be ?

Valentine/ Painwheel

Filia

Ms. Fortune

Peacock

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