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Eru is ultimately the oldest, then come the ainur. Both Bombadil and Treebeard are called the oldest, but Gandalf is older than both (unless Bombadil is also a maia). It says in The Sil that the Ents were the first creatures to walk on ME (aside from the ainur), but Elrond says something like "in that case Iarwain will leave this world last, just like he came first". They both seem to be oldest, no atter how you turn it.
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You passed from under darkened dome, you enter now the secret land. - Take me to Finrod's fabled home!... ~ Finrod: The Rock Opera
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