Teen or pre-teen gangster "wannabees", typically found in suburban malls instead of truly dangerous neighborhoods. Products of too much MTV2 and too little common sense.
With any luck, most of them will trip down a flight of stairs on their baggy pants and break their necks instead of further infecting society by reproducing.
Typical Canadian slang talking about joking around. Can be used in many situations but exceptionally well used in winter where you can pull the toque down over their eyes making the metaphorical "pulling the wool over their eyes" more literal.