  Even as your boss's assistant, A should not be allowed access to his email in anything beyond a professional capacity, i.e. if a business contact calls for product or service information. If he receives person email from any other employee, legally A has no right to look at it. The problem is, he's given her permission. People need to know that their email is being read by someone other than their boss. It's like recording a conversation without the other person's knowledge. In companies where email is monitored, the employees are told before they even begin working that their emails are subject to review by the administration.
If they are not told about this first and find out later, they can sue. That company company is a law suit waiting to happen. If your boss is not aware of privacy laws, he needs to be informed. Here, when we become supervisors we all have to go through legal compliance training so if something happens the University can say that they told us our responisbilities so any law suit goes to the individual instead of the institution. Sucky for us, good for the university. Steph, the best way to get rid of someone like you houseguest is to tell them they have to pay rent.
Brian had to do that with one of the bad roommates they've picked up in the past and it worked like a dream. And maybe lending him the $200 will be worth it if you never have to see him again. Isn't there some old story about how if lending someone money means they won't bother you again, it's money well spent? And if he can't take care of himself, he needs to go back home and live with his mom, who apparently never really taught him how to wipe his ass. Now, the throwing the toilet paper in the trash actually does make a little sense. When I was looking at house-houses, a lot of them out in the country have septic tanks, and apparently the only thing that's supposed to go in the septic tank is waste, not paper. Gross, yes, but maybe he was brought up in a place that had a really crappy septic tank (no pun intended) and to make it last as long as possible his parents made them all throw away their toilet paper instead of flush it.
And I must say that this revelation on plumbing technology did indeed convince me that living in the city, or at least close enough to be on city water ans sewage, seem like the best possible plan. 
