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Originally Posted by Hakon
Apparently I was under the wrong impression for quite a while. Now I feel quite stupid.
Did Gandalf ever meet Bilbo prior to their meeting at the beginning of the Hobbit? I think that either Bilbo had met Gandalf once when he (Bilbo) was very young or he had never met Gandalf prior to that meeting. Bilbo talks about Gandalf as if he is someone Bilbo has not seen in years or someone he has heard a lot about but not met yet.
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In The Quest of Erebor, Unfinished Tales, Gandalf says of Bilbo "I had known him once very well, almost up to his coming of age, better than he had known me". He later goes on to say "I remember how he used to pester with questions when he was a youngster....".