Deserves it I daresay he does. Many that live deserve death. And some that die deserve life. Can you give it to them Then do not be too eager to deal out death in judgement. For even the very wise cannot see all ends. I have not much hope that Gollum can be cured before he dies, but there is a chance of it. And he is bound up with the fate of the Ring. My heart tells me that he has some part to play yet, for good or ill, before the end and when that comes, the pity of Bilbo may rule the fate of many - yours not least.
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He wondered what the mans name was and where he came from and if he was really evil at heart, or what lies or threats had lead him on the long march from his home and if he would not really have rather stayed there in peace
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It's wisdom to recognize necessity, when all other courses have been weighed, though as folly it may appear to those who cling to false hope.
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