Gandalf may have made an error in judgement
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Gandalf cleared his throat, eyeing the Hobbit with a somewhat morbid curiosity that was more suited to something you wanted to look away from, but found you couldn’t, and asked, “Whatever seems to be the problem, Bilbo?”
Whatever answer the company was expecting it was not the one that they received.
“The Shire isn’t safe after dark, especially for strangers.”
- Part 1 of Not What They Seem