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Men's Sperry Top-Sider Loafers & Slip-Ons

The classic penny loafer from To Boot New York.

A timeless investment that's unquestionably cool, whether for work or play.

Men's Sperry Top-Sider Loafers & Slip-Ons

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Sperry Top-Sider® 'Gold Cup - Bellingham' Penny Loafer
Sperry Top-Sider® 'Gold Cup - Bellingham' Penny Loafer
Sperry 'Gold Cup Capetown' Driving Shoe
Sperry 'Gold Cup Capetown' Driving Shoe
Sperry 'Authentic Original' Venetian Loafer (Men)
Sperry 'Authentic Original' Venetian Loafer (Men)
Sperry 'Gold Cup - Kennebunk' Driving Shoe
Sperry 'Gold Cup - Kennebunk' Driving Shoe
Sperry 'Essex' Loafer (Men)
Sperry 'Essex' Loafer (Men)
Sperry 'Essex' Loafer (Men)Was: $125.00Now: $89.9025% OFF
Sperry 'Hamilton' Driving Shoe (Men)
Sperry 'Hamilton' Driving Shoe (Men)
Sperry 'Essex' Penny Loafer (Men)
Sperry 'Essex' Penny Loafer (Men)
Price MatchedSperry 'Essex' Penny Loafer (Men)Was: $125.00Now: $97.9820% OFF
Sperry 'Gold Cup - Bellingham' Penny Loafer
Sperry 'Gold Cup - Bellingham' Penny Loafer
Sperry 'Hamilton' Driving Shoe (Men)
Sperry 'Hamilton' Driving Shoe (Men)
Price MatchedSperry 'Hamilton' Driving Shoe (Men)Was: $120.00Now: $85.7725% OFF
Sperry 'Hampden' Driving Shoe (Men)
Sperry 'Hampden' Driving Shoe (Men)
Sperry 'Hampden' Penny Loafer (Men)
Sperry 'Hampden' Penny Loafer (Men)
Sperry 'Gold Cup Kennebunk 1-Eye ASV' Driving Loafer (Men)
Sperry 'Gold Cup Kennebunk 1-Eye ASV' Driving Loafer (Men)
Sperry 'Hamilton' Driving Shoe (Men)
Sperry 'Hamilton' Driving Shoe (Men)
Sperry 'Essex' Penny Loafer (Men)
Sperry 'Essex' Penny Loafer (Men)
Sperry 'Gold Cup - Kennebunk' Slip-On (Men)
Sperry 'Gold Cup - Kennebunk' Slip-On (Men)
Sperry 'Billfish Ultralite' Slip-On
Sperry 'Billfish Ultralite' Slip-On
Sperry 'Gold Cup - Bellingham' Venetian Loafer
Sperry 'Gold Cup - Bellingham' Venetian Loafer
Sperry 'Gold Cup - Bellingham' Venetian LoaferWas: $185.00Now: $119.9035% OFF
Sperry 'Gold Cup - Kennebunk' Driving Shoe
Sperry 'Gold Cup - Kennebunk' Driving Shoe
Price MatchedSperry 'Gold Cup - Kennebunk' Driving ShoeWas: $175.00Now: $150.0010% OFF

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