Think about it. In python there's really no syntactic sugar to place something in a container, so the concept doesn't really exist in python until you invent it using other python language primitives. So when you tell a python guy about a burrito, he really has no language analogue to think about. When I tried to learning about the maybe monad, I looked up a tutorial that taught it in python... Big mistake. I was thinking why the hell would people go out of there way to wrap that shit up in a burrito when they can just do a goddamn try exception... It made no sense to me, and even now, it still doesn't make sense for python. Only when I learned about haskell did I realize how the maybe monad makes sense for haskell.
I think most people learn about monads through haskell or any other language with a similar type system. It'd be interesting to hear peoples' experiences about how they grokked the concept.