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Originally Posted by Sir Kohran
On a slightly different note, I do find it interesting that Tolkien writes that Frodo feels He was perhaps a trifle annoyed with Tom for seeming to make so light of what even Gandalf thought so perilously important. It's interesting that Tolkien himself instills a tiny, but present 'dark side' to Tom - for all his wonders he is not perfect and has the (albeit small) potential for evil just like any other.
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I'm not sure I understood your point. Do you say that there was a "dark" thing on TB, and that it was that he could take the Ring too lightly? I don't see what's "dark" on it: dangerous for the others, yes, but I think that if every person in ME were like Tom (that they could ignore the Ring like him), then the Ring won't have any power over them, thus, this would be victory.