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Not really. The Ring to Bilbo (as well as Smeagol) was more like a toy. Where they could play jokes, disappear, hide, they didn't take the ring in order to control other people, or achieve greatness, have dominion over everyone. They saw it as a valuable item, to play pranks on people, or to "cherish."
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But that doesn't change that the Ring had its own purposes for being "possessed" by those bearers. When the time was right, it abandoned Gollum. Bilbo's possession was the perfect place for it to rest, as nobody knew its true power, and Sauron was sure to come looking for it.
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The Entwives to the Ents aren't just some "random turkey sandwhiches," it's creatures they've desired back now for a long time. That is a trait the ring can work with. It could offer the Ents dominion over everyone, and in return being reunited with the Entwives. The Entwives would be something the Ring would definately play with, in order to lure in the Ents.
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But
for what? Lure them into
what? To make them his servants? When Sauron wanted to enslave a people, he didn't give them the Ring to wear; the Ring was for his hand only, and the subjugation of races was done by other means. I mean, even if Treebeard had the Ring on his twig and was totally convinced that it would yield some hot tree babes, the most the Ring could hope to achieve is alerting Sauron to its whereabouts and revealing to him the thoughts of a tree-person who was largely unconcerned with the goings-on of the outside world. Even if Treebeard cared for the Ring, the Ring would not likely have cared for him.