How bored are you?

[BrianSoddingBoru4]

Bombadil keeping the ring was discussed at the Council of Elrond, and was generally agreed to have been a bad idea - the most likely outcome was that Tom would forget about the ring or simply throw it away. Glorfindel opined that it would simply postpone the inevitable, as it was uncertain that even Bombadil could hold out against Sauron.

Gandalf, who arguably knew Bombadil better than anyone, argued that he might take the Ring '...if all the free folk of the world begged him, but he would not understand the need.'  I doubt very much that Gandalf alone could have convinced Bombadil to take the Ring.

Boru

Unless one is doing fanfic.  

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Which is why I think a post war scenario in which Gandalf and Bombadil discuss the Ring over a pint of ale would make for a better story. It would also make for an interesting sequel to my tale King Oak. 

You know the four hobbits stopped at Tom's on the way back to the shire, right? He gave them some really neat presents. They used some of them for the Greening of the Shire.

Prove me wrong.  

‘The Return Of The King’ Book VI, chapter 7. Pp 298-299 (Ballantine paperback edition).

Proof.

Boru