But which one does he sleep with? Does he rotate them or does he have one particular favorite? Or does he sleep in the middle of the big pile of Pooh(s)?
Usually you tell kids that they shouldn't take anything from strangers and he does that all the time. Strangers are literally throwing stuff at him. What if the stuffing really is bad for his asthma? What if some crazy person laces the Pooh stuffing with sneezing powder just for fun and giggles? That can't be good for him.
And considering how tired he looked at the end of the DOI finale, maybe he really forgot his favorite Pooh and now he can't sleep. Also not good, the kid needs his sleep! How will he ever grow over those 171cm if he never sleeps?
But the idea of a Pooh pile also seems very reasonable to me. The whole scenario probably looks something like "The Princess and the Pea", only its "The Prince and the Pooh". I can totally see this going down every night: Close door. Run-up. Jump. Four revolutions. Woosh. Bellyflop on Pooh pile. Sleep tight.
I heard that the sea of Pooh was his hotel room in Fukuoka where GP Final 2013 was held.