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What prompted 🧙Gandalf to seek an audience with Tom Bombadil?

Tis' true. Not long talks. I do wonder what they might have spoken of.

Umnhhh... according to Gandalf, they were to be the longest talk of all his time.

‘But if you would know, I am turning aside soon. I am going to have a long talk with Bombadil: such a talk as I have not had in all my time. He is a moss-gatherer, and I have been a stone doomed to rolling. But my rolling days are ending, and now we shall have much to say to one another.’
Tolkien, J.R.R.. The Lord of the Rings: One Volume (p. 996). HMH Books. Kindle Edition.

But considering Gandalf, that may not be saying much. Rather succinct, he tended to be..!!
 
You must understand my context, @Well-aged Enting !

I was replying with agreement to one who stated that the talks previous messages speculated were not long, and therefore could not have been accurate guesses..

I am fully aware it shall be a long talk, and I very often question myself whether it may have taken the whole time of The Scouring of The Shire, and indeed also peaceful time, straight up to the Ring-bearers leaving Middle - Earth. Indeed, I would never believe that a short conversation would be a suitable assumption for the talk between Old Tom and Gandalf, yet again, the word long brings us to a matter of opinions.

What is considered a "long talk" in Gandalf's eyes?
 
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