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While the decision to invest in an Oxford or Derby shoe is the most popular predicament most gentlemen find themselves in the same can apply when deciding between a loafer or a moccasin? Both casual counterparts with a rich history dating back to the 1900s. The loafer is a laceless slip-on shoe while the moccasin consists of a sole and sides made of a single leather piece which is stitched together at the top.