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Or are we just being stupid? Tolkien was a great writer, yes, but even he couldn't some up with wonderful, in-depth backgrounds for every character.
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Given enough time, Lachwen, I'm sure he would have done just that.
As for overlooked characters, I'm with Imladris. Nobody thinks of Legolas as an overlooked character anymore because of all the fangirl attention he's gotten, but really, I always wondered about him. He's the member of the Fellowship we get to know the least. What was he doing there, how did he get there, and where had he come from before?
Also, I think Rosie Cotton is completely overlooked. Sure, her life doesn't really seem to have the drama of an Eowyn or a Galadriel (or even an Arwen) but I still want to know about her. What was so wonderful about this hobbit-lass that captured Sam Gamgee's heart so completely? Even after all he had seen and done, he returned as in love with her as he'd been when he left - so she must have been something special. Yet we only ever get to know her peripherally, in relation to Sam. So what was her story?