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Stranger dose not seem to keen on his Steefness at that point, but where is he to find another steef?
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He doesn't! if that was your question...

He's the only steef left, he says yes to cover it up. If he would of said no the clakker would probably say, "Ha! ya wuss! now stop botherin me,". And he never plans to actually
Find an actually steef. if you press 'X' you could probably hear him saying, "I wonder if there are bounties in the next town" or something while heading to New yolk city.