svb: oooh yeaaah
my timbos story: I had a friend in elementary school who got sent to boarding school. Years later, when I was in college, he called me up and invited me over to his mom's house to hang. It turned out that during high school, when still in boarding school, he'd ended up being a drug/various contraband dealer at boarding school, and when someone could not pay him for whatever, he'd just go into their room and take shit. So now in his mom's garage he had video games, TVs, game systems, and shoes. Lots of shoes. He gave me a pair of Timberland boots that were way too large. We spent a few hours driving around in his pickup listening to metal as he chain-smoked. When we got back to his place, he drove through his mom's lawn just for kicks.
Timberlands are forever connected to that dude for me.
edit: svb, I thought you were wearing pajamas in that second picture until i saw the tims
This essentially describes like 75% of the kids I know who went to boarding school.