Bootleggers Footwear

Men's Shoes

Showing 37–48 of 57 results


  • Get all-day comfort with the same out-of-the-box fit you expect from Moab. The Moab Adventure 3 Waterproof delivers a lifestyle look along with technical features such as a Vibram® TC5+ outsole and a Merrell waterproof membrane to keep you dry.

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  • The Nunn Bush Excursion Moc Toe Slip On strikes a balance between athletic design and classic styling.  Created specifically for the outdoors, you’ll look and feel good when sporting the Excursion.

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  • A high-character leather shoe that can handle a serious meeting or a spontaneous night out.

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    • Olukai™ is a proud Certified B Corporation brand dedicated to meeting high standards for sustainability and social responsibility.
    • The OluKai™ Moloa will have you steppin’ with the carefree island style for those lazy days under the sun.
    • Full-grain leather upper with hand-sewn stitching.
    • Features embossed ‘crest’ detailing on vamp.
    • Collapsible-back shoe features a fold-down heel counter that allows it to be worn as a slip-on or a slide.
    • Microfiber suede lining.
    • Rigid cellulose fiber insert for stability.
    • Microfiber suede footbed covering with a soft polyurethane base GEL insert in the midsole for all-day comfort.
    • Full-grain leather outsole with non-marking, molded rubber traction pads for added grip.
    • Advanced construction technique wraps premium materials around the anatomical footbed for an elevated fit.
    • Imported.
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  • Engineered to be the perfect technical boating shoes, these hand-sewn moccasins come with a moc toe 3 eyelet upper which combines oiled and waxed full grain leather and breathable Dri-Lex Hydrofil mesh panels. They come with functional 360 elastic shoelace system, anatomical EVA insole, Sebago Marine Tack? sole with enclosed EVA midsole for comfort and slip-resistant security, and non-marking siped rubber bottom. Deeply bound to sea-life in their essence, the “Clovehitch” Moccasins carry the name of a famous sailing knot.

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  • This shoe carries the 1950s nautical footwear tradition straight into the XXI century: lovingly built after the historical ergonomic American high foxing boat shoe, it is made of durable canvas and vulcanized rubber outsole with non-marking antislip siped soles to offer maximum grip in all weather conditions.

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  • Constructed to be the perfect nautical footwear, these long-lasting boat shoes are made of a unique piece of a soft yet thicker resistant quality of unlined Roughout and hand-sewn with the finest craftsmanship: they come with leather sock lining, 360 rawhide lace system and non-marking antislip siped rubber soles to offer stable grip in all weather conditions. The Portland mocs bear in their very DNA an innate affection and bond towards the city of Portland, one of the largest seaports in New England, also host of a world famous Yachting Club.

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  • The Schooner mocs are the ideal footwear to face and ride the coastal winds of North America, just like the sailing ships with two or more masts that go by their same name.

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  • Enjoy casual style and comfort wearing Skechers Relaxed Fit® Decklan – Aldred. This moc toe loafer features a leather upper with dual gore panels, a charcoal-infused Skechers Air-Cooled Memory Foam® insole, and Skechers Memory Arch™ cushioning for added support.

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  • Simply step in and go wearing Skechers Hands Free Slip-ins® Relaxed Fit®: Parson – Ralven. Designed with our Heel Pillow®. This TOUCHLESS FIT® design features a Skechers Slip-ins® molded pop-up heel panel in a canvas upper with twin gore panels, a Skechers Air-Cooled Memory Foam® comfort insole and Goga Mat Arch™ cushioning for added support.

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  • Slip into roomy all-day comfort with Skechers Hands Free Slip-ins® Relaxed Fit®: Sterling – Preston. Designed with our Heel Pillow®, this casual slip-on features a genuine leather, synthetic, and mesh upper with no-tie stretch laces, a charcoal-infused Skechers Air-Cooled Memory Foam® insole, and Skechers Memory Arch™ cushioning for added support.

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  • Take practical comfort wherever you go with Skechers Hands Free Slip-ins® Relaxed Fit®: Meroe – Dayton. Designed with our Heel Pillow®, this casual vegan slip-on features a roomy moc-toe canvas upper with twin gore panels, a charcoal-infused Skechers Air-Cooled Memory Foam® insole, Skechers Memory Arch™ cushioning, and a Goodyear® Rubber Outsole for traction you can trust.

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Showing 37–48 of 57 results

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