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"he is a moss gatherer and i have been a stone doomed to rolling."
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This means that Tom is not a traveller, he stays at home in the Old Forest; and that Gandalf is a traveller that never stays in the same place for long. Think of a stone covered with moss: it implies that the stone has stayed in the same place for time enough to let the moss grow on its surface [img]smilies/wink.gif[/img]
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"a talk that i havent had in all my time." What is the significance of this important discussion?
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Who knows? This sentence means to me that Tom is something else than what it seems at first sight; he is important enough for Gandalf to want to have a serious talk with him about 'important matters' [img]smilies/wink.gif[/img]