You are going to need a global social plan, with respect to how to deal with this guy in general depending on what happens.
If things start going south with the counselor/school, you may need a lawyer letter to the school (not an "I'm going to sue you letter, more of a "this situation is serious letter") to make sure that they realize the severity of the situation.
Granted, I'm thinking of a med school stalking situation where this was required, but the school was pretty much ignoring/downplaying it because it was icky. These problems are *always* icky and awkward because they are relational problems, which are always uncomfortable unless you really know what you are doing.
