Always do your taxes. It's an issue of personal responsibility. As well, if people at your school find out about it, can make you look quite bad and even be used against you. As someone in management and in charge of hiring, I could tell you a few cautionary tales.

Really Seth, easiest thing is to ask fellow teachers in your town or even in your school. The department probably has experience helping out its staff with things like this. Pain for Americans as apparently they make the forms much more complicated than necessary. Good luck to you all this year, cheers.