Davem wrote-
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Or perhaps Tolkien felt that Gollum must be made as monstrous as possible in order to emphasise the necessity for, & value of, pity, by requiring us to pity a true 'monster'. We are presented with someone for whom there is absolutely no reason to feel pity. But Tolkien seems to be saying that we should feel pity. So, it doesn't matter what an individual does, its somehow 'obligatory', according to the 'Wise' to feel pity for them, & to show mercy.
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I don't feel 'obliged' to feel pity for Gollum- I just do. This is because Gandalf shows us that there
is a chance for redemption, and more than anything, that Gollum's 'darker side' (i.e. murdering his friend, eating babies, etc.) is because of the Ring's effect on him and in doing this Tolkien wants to highlight the marked impact the Ring has on it's bearers.
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'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.'
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Gandalf says this to Frodo to show him that he should feel some empathy for Gollum, who is- to my mind- a tragic villain. I think that it is also foreshadowing of what Frodo himself is to become under the influence of the Ring, as no one in Middl-Earth can overcome it's temptation (apart from Sauron and Tom Bombadil). Gandalf says that even though Gollum is someone to be despised for his heinous crimes, he is also someone to be pitied for what has driven him to commit these crimes and his distressed mental state.
On a side track, I think that
HerenIstarion's note on the chapter structure and content of the first three chapters of Books I and II (Post #2) is very astute and no doubt intentional, in order to create a consistency and common structure if you like, for the reader to follow-
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Not only names are somehow interrelated, but the context is neatly up to match what happens in each book. So to say, in the first chapter of each book all is relatively peacefull, but inner tension builds up, in relative second chapters nothing much happens (not a feat often seen in modern writing!), just people talk(in retrospective), the third relative chapters deal with conclusions following retrospective conversation in second chapters and the rest of each book is the quest itself.
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Davem, your comments about 'Mad Baggins' are very true and I think that you are right when you say-
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I just find it fascinating how Tolkien is depicting the way folklore is created. And its totally believable.
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Tolkien has a way of bringing characters to life and making them seem so much like people we know that it is quite amazing. I never thought I would identify so well with a character called 'Bilbo' or 'Frodo' for that matter!