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How do the boss's high-heeled boots "prove he was not a laboring man"?
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High-heeled boots were likely more expensive and laboring men probably could not have afforded them.
The workers wore a uniform and high-heeled boots were not part of it.
High-heeled boots would have been impractical for a laboring man to wear while doing physical labor.
He selected them to match his Stetson hat so he could show off his fashion sense, not typically a trait in laboring men.
He used these high-heeled boots to lord it over the men; a laboring man would not have affected such airs.