It should be obvious why they didn't try and occupy Mordor. They were too few. And you are right about not knowing how old she was and the whole 'courage' factor.
I just think that there should have been at least one valiant Man of Gondor who wanted to become a hero and be the one to slay the giant monster. Remember, the Watch on Mordor slacked with time.
If Gandalf had been among them at that time I'm sure Shelob would have been dealt with.
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Los Ingobernables de Harlond
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