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it did sound like the prinny games, but i wasn't so sure, but yeah good hints, anyway: hint 1: main character is a faceless nobody. hint 2: game story (if you can even call it that) is divided in three chapters hint 3: first chapter barely has story and it almost seems like you're trying to get a boyfriend.
lol, talk about vague. But I'm guessing it's a JRPG of some sort.
I keep a list of the 180+ PSP games I played, and the only game on the list that sounds remotely like what you describe is Yugioh Tag Force. If that's not it, then I have no idea what it is.
I'm actually not sure if his faceless hint is meant to be taken literally or not. I was thinking of any game with silent protagonists, but if his/her face has to be covered (or simply never shown, like first person) then that would really narrow it down. But imagine trying to find game that fits that description plus the other 2 hints..