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Basic Dress Shoes for Men (Two) – Loafers (Slip-On)

All loafers are marked by a low-cut, a broad, moccasin-type top, and a wide, flat heel. As with oxfords, there are several varieties of loafer: penny loafer, moccasin, monk strap (buckle), tassel, etc. Unlike oxfords, however, loafers don’t automatically look good on all men.

Younger men might want to approach brown monk straps with caution, as those are more common among middle-aged guys. That said, a black monk strap looks quite good on the dance floor. Tassel loafers are relatively formal and well-suited to business and tailored suits. Suede tassel loafers skew toward a more casual look, and can be worn with linen suits and other informal outfits, even jeans.

The classic Gucci or Prada moccasin-style loafer has been worn by business professionals for a while now, but it also looks good with jeans for a night out clubbing. Many young fashion mavens consider these shoes a basic necessity. Penny loafers are casual, and perfect for khaki-and-blazer outfits. Although originally a favorite among younger demographics, they’re now largely the province of older men. Penny loafers and suede moccasins, however, are the only "dress" shoes that can successfully be worn with shorts and a polo shirt.

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