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    New Men's Footwear

    Looking for the newest preppy footwear? We've got new footwear from Sperry, Southern Tide, SWIMS, Jack Rogers, Martin Dingman, Olukai, Smathers & Branson and more!
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    Spring is the Time for Prep

    If you're searching for the best preppy products on the planet, coupled with the best customer service in the Universe, you've come to the right place! It's our pleasure to bring you the most sought-after preppy styles available, all with Free Shipping!
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    Kelson Bit Driver in Black by Cole Haan

    $ 150.00

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    Men's 7 Seas Boat Shoe in Navy by Sperry

    $ 89.95

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    Men's 7 Seas Boat Shoe in Grey by Sperry

    $ 89.95

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    Breeze Leap Laser Loafer in Navy, White, & Orange by SWIMS

    $ 149.99

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    Breeze Leap Laser Loafer in Light Grey, Navy, & Green by SWIMS

    $ 149.99

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    Men's 7 Seas Camo Boat Shoe in White by Sperry

    $ 89.95

    Sold Out
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    Tumbled Leather Upper Flipjacks in Caramel by Southern Tide

    $ 69.50

    Sale Sold Out
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    Saxon Horse Bit Loafer in Scotch Grain Leather by Martin Dingman

    $ 245.00 $ 145.00

    Sale Sold Out
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    Saxon Horse Bit Loafer in Crocodile Grain Leather by Martin Dingman

    $ 285.00 $ 185.00

    Sale Sold Out
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    Walker Loafer in Pecan Tumbled Glove Leather by Martin Dingman

    $ 195.00 $ 110.00

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    Water Resistant Breeze Loafer in Grey, White and Orange by SWIMS

    $ 129.00

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    Water Resistant Breeze Loafer in Grey/Blue Blitz by SWIMS

    $ 129.00

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    Water Resistant Breeze Loafer in Navy, Green and White by SWIMS

    $ 129.00

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    Water Resistant Boat Loafer in Brown and Cream by SWIMS

    $ 169.00

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    Water Resistant Boat Loafer in Khaki and Navy by SWIMS

    $ 169.00

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    Water Resistant Boat Loafer in Navy and White by SWIMS

    $ 169.00

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    Water Resistant Braided Lace Loafer in Navy/Red by SWIMS

    $ 159.00

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    Mako 2-Eye Canoe Moc Boat Shoe in Amaretto by Sperry

    $ 99.95

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    Flex Deck CVO Mesh Sneaker in Grey by Sperry

    $ 69.95

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    Flex Deck CVO Mesh Sneaker in Navy by Sperry

    $ 69.95

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    Men's Decoy Wool Duck Boot in Grey by Sperry

    $ 119.95 $ 89.95

    Sale Sold Out
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    Men's Decoy Wool Duck Boot in Dark Tan by Sperry

    $ 119.95 $ 89.95

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    Laramie Bit Loafer in Walnut Bison Leather by Country Club Prep

    $ 195.00

    Sale
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    Men's Jasper Plaid Loafer in Black by Jack Rogers

    $ 178.00 $ 97.99

    Sale
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    Men's Paxton Driving Loafer in Black by Jack Rogers

    $ 148.00 $ 81.99

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    Men's Easton Boat Shoe in Navy by Jack Rogers

    $ 158.00 $ 86.99

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    Key West Penny Loafer Driver Shoes in Briar Brown by Country Club Prep

    $ 165.00

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    Verona Driver Shoes in Navy Suede by Country Club Prep

    $ 180.00

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    David Saddle Oxford in Briar Brown w/ Tan Suede Leather by Country Club Prep

    $ 175.00

    Sale
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    Fowl Weather Chukka Boot in Brown by Sperry

    $ 90.00 $ 72.99

    Sale
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    Men's Decoy Duck Boot in Dark Tan and Navy by Sperry

    $ 120.00 $ 89.95

    Sale Sold Out
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    Men's Decoy Low Duck Boot in Tan by Sperry

    $ 110.00 $ 88.99

    Sale
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    Men's Decoy Duck Boot in Tan and Brown by Sperry

    $ 120.00 $ 89.95

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    Authentic Original Stars and Stripes Boat Shoe by Sperry

    $ 80.00

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    Dancing Bears Needlepoint Flip Flops in Dark Navy by Smathers & Branson

    $ 89.50

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    American Flag Needlepoint Flip Flops in Classic Navy by Smathers & Branson

    $ 89.50

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    Proctor Buc in Dirty Buc by G.H. Bass & Co.

    $ 100.00

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    Proctor Buc in Oyster by G.H. Bass & Co.

    $ 100.00

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    Parker Saddle in Olive and Tan by G.H. Bass & Co.

    $ 100.00

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    Parker Saddle in Oyster and Tan by G.H. Bass & Co.

    $ 100.00

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    Men's Puhalu Canvas Loafer in Clay & Toffee Brown by Olukai

    $ 100.00

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    Men's Nohea Moku Sneaker in Rock & Mustang Brown by Olukai

    $ 95.00

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    Men's Nui Sandal in Rum Brown by Olukai

    $ 80.00

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    Men's Nui Sandal in Tan by Olukai

    $ 80.00

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    Men's Nohea Mesh Sneaker in Dark Shadow Grey by Olukai

    $ 85.00

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    Men's Nohea Mesh Sneaker in Mustang Brown & Lime Peel by Olukai

    $ 85.00

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    Men's Akepa Moc Loafer in Chocolate by Olukai

    $ 150.00

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    Men's Hokua Sandal in Dark Java by Olukai

    $ 70.00

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    Men's Hokua Sandal in Tan by Olukai

    $ 70.00

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    Men's Mea Ola Sandal in Black by Olukai

    $ 120.00

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    Men's Mea Ola Sandal in Tan & Dark Java by Olukai

    $ 120.00

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    Men's 'Ohana Sandal in Dark Java & Ray by Olukai

    $ 65.00

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    Men's 'Ohana Sandal in Black & Dark Shadow by Olukai

    $ 65.00

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    Men's 'Ohana Sandal in Kona by Olukai

    $ 65.00

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    Men's Hiapo Sandal in Dark Java & Toffee by Olukai

    $ 110.00

    Sale
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    Men's Kane Sandal in Yellow Plaid by Jack Rogers

    $ 128.00 $ 70.99

    Sale
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    Men's Kane Suede Sandal in Blue by Jack Rogers

    $ 128.00 $ 70.99

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    Men's Kane Sandal in Tan by Jack Rogers

    $ 128.00 $ 70.99

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    Men's Sullivan Seersucker Sandal in Navy by Jack Rogers

    $ 128.00 $ 70.99

    Sale
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    Men's Sullivan Sandal in Red Plaid by Jack Rogers

    $ 128.00 $ 70.99

    Sale
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    Men's Sullivan Sandal in Yellow Plaid by Jack Rogers

    $ 128.00 $ 70.99

    Sale
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    Men's Sullivan Nubuck Sandal in Sand by Jack Rogers

    $ 128.00 $ 70.99

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    Men's Sullivan Sandal in Tan by Jack Rogers

    $ 128.00 $ 70.99

    Sale
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    Men's Sullivan Sandal in Black by Jack Rogers

    $ 128.00 $ 70.99

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    Men's Tanner Loafer in Mahogany by Jack Rogers

    $ 178.00 $ 97.99

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    Men's Barrett Loafer in Tan by Jack Rogers

    $ 148.00 $ 103.60

    Sale
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    Men's Grayson Loafer in Tan by Jack Rogers

    $ 168.00 $ 117.60

    Sale
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    Men's Grayson Loafer in Black by Jack Rogers

    $ 168.00 $ 92.99

    Sale
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    Men's Paxton Suede Driving Loafer in Red by Jack Rogers

    $ 148.00 $ 81.99

    Sale
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    Men's Paxton Suede Driving Loafer in Blue by Jack Rogers

    $ 148.00 $ 103.60

    Sale
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    Men's Paxton Driving Loafer in Tan by Jack Rogers

    $ 148.00 $ 103.60

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    Riddick Moccasin in Tan Buffalo Calfskin by Trask

    $ 295.00

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    Sawyer Loafer in Brown American Steer by Trask

    $ 210.00

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    Men's Sharktooth Thong Sandal in Chino by Sperry

    $ 35.00

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    Water Resistant Breeze Loafer in Navy by SWIMS

    $ 129.00

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    Water Resistant Penny Loafer in Khaki by SWIMS

    $ 159.00

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    Water Resistant Penny Loafer in Brown by SWIMS

    $ 159.00

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    Water Resistant Lace Loafer in Navy/White by SWIMS

    $ 159.00

    Sold Out
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    Water Resistant Lace Loafer in Navy by SWIMS

    $ 159.00

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    Water Resistant Lace Loafer in Brown by SWIMS

    $ 159.00

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    Water Resistant Braided Lace Loafer in Navy/Green by SWIMS

    $ 159.00

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    Water Resistant Braided Lace Loafer in Gray/Blue by SWIMS

    $ 159.00

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    Water Resistant Boat Loafer in Ice and White by SWIMS

    $ 169.00

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    Gunnison Driver in Brown by Cole Haan

    $ 148.00

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    Warren Cap Toe Oxford in T Moro Dark Brown by Cole Haan

    $ 200.00

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    Cambridge Wing Oxford in British Tan by Cole Haan

    $ 260.00

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    Warren Apron Oxford in British Tan by Cole Haan

    $ 200.00

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    Men's Premier Blues Sandal in Expresso w/ Blue Midsole by Rainbow Sandals

    $ 51.00

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    Men's Premier Blues Sandal in Sierra Brown w/ Blue Midsole by Rainbow Sandals

    $ 51.00

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    Hemp Top Double Layer Arch Sandal in Brown by Rainbow Sandals

    $ 40.00

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    Men's Premier Leather Single Layer Arch Sandal in Expresso by Rainbow Sandals

    $ 51.00

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    Beachside Flipjacks in Royal Blue by Southern Tide

    $ 69.50

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    Beachside Flipjacks in Island Orange by Southern Tide

    $ 69.50

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    Dockside Leather Upper Flipjacks in Dark Brown by Southern Tide

    $ 59.50

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    Surfside Flipjacks in Island Orange by Southern Tide

    $ 69.50

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    Dockside Leather Upper Flipjacks in Dress Blues by Southern Tide

    $ 59.50

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    Authentic Original 1-Eye Boat Shoe in Suede by Sperry

    $ 95.00

    Sold Out
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    Authentic Original Winter 2-Eye Boat Shoe in Brown by Sperry

    $ 140.00

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    Gallatin 2.0 in Walnut American Steer by Trask

    $ 265.00

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    Polson Loafer in Walnut American Steer by Trask

    $ 195.00

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    Billfish Ultralite 3-Eye Boat Shoe in Taupe and Blue by Sperry

    $ 110.00

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    Bonefish Needlepoint Flip Flops in Melon by Smathers an Branson

    $ 89.50

    Sold Out
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    Avenue Duck Boot in Camo by Sperry

    $ 110.00

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    Avenue 3-Eye Duck Shoe in Tan and Brown by Sperry

    $ 100.00

    Sale
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    Avenue Duck Boot in Tan and Brown by Sperry

    $ 110.00 $ 79.95

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    Verona Driving Moccasins in Brown by Country Club Prep

    $ 180.00

    Sold Out
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    Tumbled Bit Driving Shoe in Walnut by Country Club Prep

    $ 165.00

    Sold Out
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    Authentic Original Chukka Duck Cloth Boot in Dark Tan and Brown by Sperry

    $ 140.00

    Sold Out
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    SoPro America Sneakers in Grey by Southern Proper

    $ 89.50

    Sold Out
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    Men's Authentic Original Tumbled 2-Eye Boat Shoe in Brown by Sperry

    $ 100.00

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    Men's Authentic Original Cross Lace 2-Eye Boat Shoe in Tan by Sperry

    $ 100.00

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    Limited Edition Madras Needlepoint Flip Flops by Smathers and Branson

    $ 89.50

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    Wool Loafer by Res Ipsa
    "Various Styles"

    $ 225.00

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    Derek Bison Loafer in Waxed Canvas by Trask

    $ 195.00

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    Drake Bison Loafer in Red by Trask

    $ 195.00

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    Drake Bison Loafer in Navy by Trask

    $ 195.00

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    Drake Bison Loafer in Saddle Tan by Trask

    $ 195.00

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    Grant Canoe Bit Loafer in T Moro Dark Brown by Cole Haan

    $ 170.00

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    Grant Canoe Bit Loafer in Black by Cole Haan

    $ 170.00

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    Grant Canoe Bit Loafer in Tan by Cole Haan

    $ 170.00

    Showing: 1-120 of 234

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