You've been about twice as patient as I would've been.
first it was just till the end of the semester... then it was like, "well, this isn't working out too bad, what about the end of the school year?"
now the school year is a month over and he seems to be planning on staying until he moves to Chicago in mid-August

but, as far as I'm concerned, now that the school year is over, there's no reason why he can't go stay with his family friends in Philly since he doesn't need to worry about commuting into NYC for class.
the living situation wasn't too bad when he was in school and out of the house every day, but now he's just camped out in his bedroom watching tv 24/7 (well, except now that he's visiting his family)... my boyfriend's got a (paying) roommate himself, it'd be nice if we had some place where we could just be alone and not have to worry about throwing on clothes for the walk between the bedroom and the shower.