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Sperry Top-Sider
Annapolis Plain Toe - Brown
$150 $110 (25% off)
Amazon Prime

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The maker of the traditional boat shoe, Sperry Top-Sider was first established in New England in 1935 when Mr. Paul Sperry, an avid sailor, tried to replicate the traction his dog's paws had on an icy surface. He invented a new shoe with in-built non-slip grooves, and that original idea has since led to a full collection of men's Sperry Top-Sider Oxfords, Derby shoes, loafers, boots and accessories. For the men's Sperry Top-Sider Oxfords collection, expect to see a wide-reaching range of soft suede and supple leather designs with a classic, Ivy League-inspired style. New colors and thoughtful details lend an understated twist to each covetable pair.