When you pull up the diaper, is his winkie pointing up or down.......that can make a difference. We are still potty training our son, and he's at the age where he's always playing with his winkie.....if he pulls it up while he's sleeping, it just goes right up out of the diaper, and soaks his shirt and the top of his pants. (trousers) Then he complains....and moans, and I have to get up and change him......then I can't go back to sleep.....and on and on it goes!!