44. Brian Stevenson 

As Seen In: Little Monsters
Notable Sneaker:
Air Jordan III

Wait, you haven't seen Little Monsters? If you grew up in the '80s it was awesome and Fred Savage (Wonder Years) was almost as cool as Randy Savage. Brian Stevenson is a kid who mixes in with the underworld of monsters who creep from under your bed to scare kids (where you at Chris Hansen?) and he does it all in Jordan IIIs.