Welcome to the Downs, William.
Gandalf, or Olorin, was a Maiar and Bombadil's true nature is unknown to all but (or perhaps including) Professor Tolkien.
Good point, perhaps they were reminiscing on the days 'before these pesky mortals got in the way'. Who knows if Olorin and Bombadil had met at some point before the Third Age?
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...where the instrument of intelligence is added to brute power and evil will, mankind is powerless in its own defence.
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