I am not exactly sure what you mean. It appears to me that walking with Italy to school is a thing you can't avoid in obsessive route. After all, it shows us that Italy is observing us to the point where he knows our address, how we go to school and when we go to school. If you view my last reply concerning Italy obsessive route, you'll see how to get Finland missing during game (basically I made everone go missing there) . If you want to get him missing at the very end, just write him a love letter. If the guide I wrote before won't work, tell me. I'll try to think about solution