I may be reading way too much into this, but... is that a reference to his hairstyle looking like that of an ochimusha? Meaning, defeated samurai that fled a battle and now live in disgrace, who usually had their topknots cut off.
Definitely second playthrough: he has the glasses, which allow him to see the truth.
Well then, transfer student, introduce your---Who's a defeated, fleeing soldier?You get the feeling that you don't need more courage, but... do you dare to do it?Much as I don't want to, I'll introduce the transfer student.He's a pitiful guy who got sent from a festering city to this remote rural town.Here he goes again...A defeated, fleeing soldier, so to speak.
Understand?Hey