Repeated Jokes

I've seen several StarKid productions. Four, to be exact. And, in all four, I've found one thing the same: Joey's headband. He (and his characters) is always wearing it. Is he in 愛 with it?

Also, what's with the hole-cut-in-a-pizza-box joke? First he uses it to hit a Death Eater, twice. Now he's using it…for something else.

I am so confused.