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Maybe. But it's funny, he talks about the first acorn and the first raindrop, but the other events he refers are mostly fairly recent in the scheme of things, from the end of the First Age onwards. And the Dark Lord he refers to, was it Morgoth or Sauron? The hobbits would naturally assume Sauron, they would not have heard of Morgoth at that point, and Bombadil would know that. So this made me wonder, is this fearless dark the period after Morgoth was cast down and before Sauron re-emerged as a force of evil?
Another possibility is the period where Morgoth was held captive in Valinor.
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