Ents have been in ME longer than the Elves have. Elves are older, however, and came in from a different land (I cant remember which right now, possibly the the Grey Havens).
Ents awoke with the land, if i am not mistaken.
As for Bombadil, I am not sure, but i remember reading, or hearing somewhere that he tended to the Ents. That implies that he was in ME before the Ents, but that cannot be because Ents have been in ME as long as ME has been.
This is a rather confusing matter.
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