"which order should I play/watch--"

release order. it's always release order. let me stop you right there. it's the order they came out in

oh wow lot of replies already so i will make The Obvious Caveat Post: the other answer is "it doesn't matter" especially in episodic or long running stuff. this isn't trying to shame people for not being completionists, i just think chronological re-arrangements are dumb

also video games especially make this complicated by reselling you older games - often with broad changes - and doing a terrible job of preserving their history. my stance is that older works should be easily accessible and the reason they aren't is corporations fault, not yours