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Tom has always been a mystery to me, and I suppose Tolkien meant him to be one. I've also been wondering who really is the oldest of all beings of Middle-Earth. Celeborn refers to Treebeard as the eldest, and Tom says he was around before trees even existed ( sorry I don't have the book in English so I can't quote the sentence...). So? If Tom was there before trees existed, I think Treebeard couldn't have lived by then. But did Celeborn make a mistake or had he just forgotten about Bombadil, or did he know about Tom at all?
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