what does the bosses clothing tell us about him
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From the description of the boss' clothing, we can infer that he's in charge. Although, he dresses in a similar way to the hands, he makes sure that he has the added touches of someone who's worked himself into a position where he no longer has to labor.
A little stocky man stood in the open doorway. He wore blue jean trousers, a flannel shirt, a black, unbuttoned vest and a black coat. His thumbs were stuck in his belt, on each side of a square steel buckle. On his head was a soiled brown Stetson hat, and he wore high-heeled boots and spurs to prove he was not a laboring man.
Of Mice and Men