I don't know about crossover, but I think that "Much Ado About Nothing" would be a good match. It's a love story amidst tragedy but with a happy ending- Clark would make a good Claudio, though he could pull off Benedick. But Lois is definitely Beatrice...
And Tempus and Don Jon could be relative equals. I think they work, anyways.
Not sure about other stories, "The Tempest" maybe, or any of his comedies, really.
Somebody should definitely do something like this, though. Seriously.
