If he had any decency, he should've stopped emailing a long time ago, instead of sending stupid little messages asking where he dishes are, or sighing in email when no one really cares how depressed he is and horrible his life of not working, not paying rent, and having a free ride through a top notch school must be. What he needs to do is just be honest, and admit he really just wants to lure you into paying attention to him because he's so insecure that he has to have everyone liking him. I used to be that way... then I matured and realized that instead of trying to please everyone, I was just going to be myself. If they liked me, sweet, if not, their loss.

And don't do school for him. Because really, when you graduate.... he's not going to be there anyway. Hell, at this rate, you may even graduate before him.