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On one hand, the songs say that the Ents and Entwives will one day be reunited. Where? Possibly in Valinor - all thats left of the ancient world - elves, Istari, etc. - will eventually go there. It is possible that ents, who belong to the old world, will also have to leave. All the characters have their own time to go to Valinor: some have already gone, and some will leave later on. They all leave after they've done all that they could in ME. Possibly, the entwives have played their role, so when their gardent were destroyed they were taken to Valinor, probably by Yavanna. The ents still had to destroy Isengard - so they weren't finished in ME at the same time as entwives, so they will be taken to Valinor some time after Frodo leaves ME.
On the other hand, though, it just seems impossible for them to meet ever again if they are not taken to Valinor.It would be such a beautiful tragic ending...
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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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