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Oh no, no. Of course if it's clear that some characters have spoken to each other, like that Boromir-Faramir example, of course I would count it as if those two DID speak to each other. Use your common sense, there's no bluff in the riddle that would deny common logic. The two I have in mind really didn't, neither in the books nor any other time, only there is one subtle "but" in the "never speak". But that's just in case that everything else would fit and this one seemed a bit unfitting to you. But overall, no, Me and He never met and never spoke to each other.
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"Should the story say 'he ate bread,' the dramatic producer can only show 'a piece of bread' according to his taste or fancy, but the hearer of the story will think of bread in general and picture it in some form of his own." -On Fairy-Stories
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