Well, Gandalf has many mames, I also think he said that because he is kinda like a whole new person, he is now Gandalf the white. The reason I think Gandalf seems to be elf-like is because of his age in relation to the elves. Just like some of the elves, he has seen many things over the years, good and bad. Also I think it is because he is wise and knows the fate of middle earth even after the whole Sauron deal is over. He knows that it is never over. I agree with you onb the Helm's Deep one, it is very difficult for me to picture too.
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"Ah, but I'll begowk ye there!" cried the gentleman. "Play me false, and I'll play you cunning."
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