I liked Bilbo best too. And I think it was important that Gandalf left them at those times firstly so that the trusts could form between the dwarves and the hobbit, and also so that they could feel more independant and like the quest was their own, not Gandalfs (come on, we all know how much Bilbo likes telling stories, it would be good if most of them were true!)
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Do not tamper with the affairs of wizards, they are not all that subtle - Terry Pratchett
To write is to make dreams, to make dreams is to awaken the fantasy of the mind, to awaken the mind is to be a master.
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