I did an experiment with Italy... John, why did you add a psychotic version of Italy? I'm traumatized.
(Pretty cool game tho)
Basically, you do his route, but you sometimes talk to other people like for example Russia instead of Italy.
when he asks you if you want to see his play, you say you're busy... and you hang out with other countries after rejecting?... That's what I did.
But be sure the main character says he feels watched. (He has to be a boy)
If it didn't work I can try to explain better...