i broke up w/ a girl in high school during lunch. she did not see it coming and ran off in tears. i went back over to my friends, and every single female friend of mine was shocked at how stupid and overly hurtful it was. i was new to this sort of thing and had no idea what a dick i was being. i regret the way that went down to this day. not that i wish we stayed together or anything, but man, it's not something i'd knowingly want to do to someone.

chapstick
never ever leave home w/o it. ever.

loose change
because i wear the same pants for weeks and don't get around to emptying the change until i switch pants.

a celtics ticket stub
because i keep all my ticket stubs, and don't change pants often enough (see above).

wallet
that's a good question, because there is really nothing of value in there.

baggies
two in my pants, two in my jacket, one in the inside jacket pocket as a back up. can't have a dog in an apartment and not be prepared (i'm talking to the rest of the assholes in my building. BE PREPARED.)

mailbox key
for checking of the mail

cell phone
another one i question, i don't have any good reason to carry it on my at all times other than that i'm just too fucking afraid to leave it behind these days.