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will you be able to romance more than 1 character at the same time? or optionally all of them. (since some options say % higher change to date *other male character*)

PURELY hypothetical of course. I would NEVER.

...But is it possible?

Well, I don't really know well the terms to what I will say but, this game is not intended to have serious dating/courtship content, but just casual relationship. Like a harem anime where the character doesn't choose any girl but enjoy them all! xD