The Elinor Loafer in Vintage Canvasfrom Madewell$158
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Cool slip-on shoes with a penny loafer feel. Inspired by luxury shoemakers, this timeless style is made of soft leather that will break in beautifully-right down to the soles. When you select your size, "H" equals a half size. 1" heel. Leather upper, lining and sole. Import. Select stores.