Most Helpful Guy
he's playing to "woe is me" card. just stick it back in the post and return to sender. Its no longer your problem.
He's counting on your sympathy so that you will see him again
Most Helpful Girl
Send it to mom and then take a trip to the post office and put his Mother's Address as his New Address so you can move on and finally end this madness.
It's Obvious he is not coming over and if he told you "I have nothing. No home, no nothing. Sorry my life is a mess." He is either tugging on your heart strings like he probably did before or really is a... mess.
Don't put yourself through what looks like a full circle problem pattern again here, dear. It sounds like you meant business this time so stick to your guns, Annie get your gun and tell him you are your own sheriff now and get on his horse and collect his own mail now at mom's... he had his chance with any "Hi" or even romance and you are not his pony express now.
Good luck. xx