Theres a bug, where when you take the hall pass, if you click it before you're basically screwed. It disappears, and Richy is still in the way. When you do it Phil says that Richy get out of my way thing.
As far as i know theres no way of getting it back other than restarting.
I got a bug where after the hall monitor kicked me out of the screen he was in, I clicked on the hall pass in the screen where I wound up (screen before hall monitor). Triggered some dialogue where the pass was apparently handed to an invisible person and it disappeared from my inventory. Now the hall monitor won't let me past.
There should be dialogue when clicking on that gaping hole directly above the girl's room.
I got a bug where the hall monitor did not leave his place. I clicked on the hall pass after him telling me that I can't pass. Anyway, this is pretty cool game for me. I enjoyed it!