I love that John is making Hell hell for the demons just as much as it's hell for him. You just know that demons are filing complaints against him left and right, and eventually they'll all go on strike, and the Upper Echelon (or would that be Lower Echelon - anyway, the Big Bads) will have no choice but to free John from Hell just so they can maintain some level of control over the lesser demons. And then he'll be reunited with his boys, and they'll all kick demon butt, and Hell will be filled to overflowing with all those demons who cross paths with the Winchesters.
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Hee! I might be a little loopy at the moment.
But this was brilliant. Thank you.