Maybe they want to discuss upcoming Dagor Dagorath?

Tis' true. Not long talks. I do wonder what they might have spoken of.Hmm - not "long talks" are they! (19,20)
I understand now... Hmm.. Where did Gandalf's hat and cloak go, and his staff?
Mm, I see. So this is happening while the Hobbits were saving The Shire.Based on the video evidence, I'm guessing he just forgot them somewhere.
I will say that while Tom seems a rather ridiculous fellow in some of his words, his love for Goldberry and adventurous spirit are certainly entertaining, and even inspiring.
Tis' true. Not long talks. I do wonder what they might have spoken of.
You must understand my context, @Well-aged Enting !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..!!