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How about maybe accidents? Like maybe yang or someone blocks the bathroom to be funny and it results in 2 rwby team members either pooping or peeing there pants. Which lands them in a diaper by the school nurse.
I seen lots of animes, fairy tail, Pokemon, rwby, one piece, Tokyo ghoul, big hero 6, Naruto etc. I like the humiliation but unexpected things. Messy and wet diaper.