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Indeed strange.
I first thought it might be Aragorn that Sauron was searching for at that time, but on the day Sam put the Ring on Aragorn was only in Pelargir and had defeated the corsairs. It was only some time later that he openly challenged Sauron, so that theory is pretty weak.
Not sure why he was so arrogant and wouldn't think that anyone would dare enter Mordor after feeling that.
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“The invisible and the non-existent look very much alike.”
Delos B. McKown
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