I am not sure whether this has been discussed before, but I have always wondered whether Smeagol/Gollum was a Hobbit. Yes, yes I know in the book it discuss's him as being a kin to Hobbits, but what about him was not a Hobbit. It didn't seem a long enough time between Smeagol's people and the Hobbit's of the Shire that they would be totally different. I have discussed this several times with my friends and I think the only reason that Tolkien doesn't straight refer to Smeagol as a Hobbit, is that in his beginning days Smeagol's people didn't refer to themselves as Hobbit's. And if Smeagol can logically be called in the line of Hobbit's does that not make him the oldest Hobbit to ever live?