You know, you're right, Manwe. I had always wrote it off that Sauron wouldn't have sweated having a couple of hobbit spies running around in Mordor, considering the general opinion the Enemy had of Hobbits.
But he should have thought, "Those Hobbits!". I can only think that, as had been stated by Gandalf more than once, Sauron would never conceive that anyone would actually try to destroy the One Ring by carrying it into Mordor, and that Gandalf, Elrond, or one of the Kings of Men would try to wield it.
Of course, he did know that someone was putting the Ring on, clear up to Amon Hen. Did he realize that that "someone" was a Hobbit?
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