Find out where he lives, and wait for him to fall asleep. That's when you sneak into his house. If the kid only has one pair of shoes, this will make your job a lot easier. Find out where he keeps his shoes, and then take a nice log stuff inside of 'em. Then he can't go to school the next day because he just stepped in stuff and has no clean shoes, and he also can't tell on you because if he does, he has to admit that he was going to beat you up, and that's why you stuff in his shoes.
PROTIP: black mail him with a picture of his parents having love.