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Originally Posted by Legolas
As for the Ring not fitting Smaug's finger - why wouldn't it? Surely you don't think that Sauron, Isildur, Gollum, Bilbo, Frodo, and Sam all wore the same ring size!
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While I said that in a bit of jest, no I do not think that they all wore the same ring size however it is reasonable to assume that they were of a similar size and Sauron probably the largest finger so that the ring would at least fit on the smaller hand. However with Smaug I just don't see it fitting though this obviously isn't the actual topic.
Legolas, I like your point about the control of creatures. However, while I agree that Sauron had great control over many of the more mindless species such as orcs and trolls, dragons are shown to be much more willful and independent. Hence Glaurung being sent with an army and then occupying the territory essentially under Morgoth's command but under his own counsel. Therefore I don't think Smaug would answer to Sauron. I think he would be a detriment and cause problems on his own but would not obey Sauron's will per se. As stated earlier Sauron could not seem to control the 'greater' evil beings ie. Ungolian and the Balrog. The same would logically apply to Smaug.