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If you liked Yondemasu yo, Azazel-san. add

...then you might like Prison School add

Same type of humor sometimes, but I think people that enjoyed Prison School will enjoy this as well.

If you liked Great Teacher Onizuka add

...then you might like Prison School add

Same types of jokes are made in both GTO and Prison School. The second is a far more recent one, so had better animation, but I find that both styles are still pretty similar. I found the jokes in both very hilarious. If you like GTO, you'd like this as well.