Men's Footwear

Shop Simpson Outfitters for men’s footwear, featuring a wide selection of stylish, durable, and comfortable shoes and boots for all occasions. From rugged outdoor boots and hiking shoes to casual sneakers and dress shoes, our collection is designed to provide maximum comfort, performance, and protection for your feet.

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  • Skechers Slip-ins Work: Wide Summits Colsin: Black Skechers Slip-ins Work: Wide Summits Colsin: Black

    Skechers

    Skechers Slip-ins Work: Wide Summits Colsin

    Skechers Slip-ins Work: Wide Summits Colsin Experience slip-resistant safety with slip-on convenience wearing Skechers Hands Free Slip-ins™ Work™: Summits - Colsin. This slip-on work style features a knit mesh and synthetic upper with a...
    $79.99
  • Twisted X Men's 12" Western Work Boot Twisted X Men's 12" Western Work Boot

    Twisted X

    Twisted X Men's 12" Western Work Boot

    Twisted X Men's 12" Western Work Boot This Men's Waterproof 12" Western Work Boot with CellStretch® is handcrafted from signature full-grain leathers in traditional western profiles. These work boots are the first to feature Twisted X®...
    $159.00
  • Twisted X Men's 11" UltraLite X Work Boot Twisted X Men's 11" UltraLite X Work Boot

    Twisted X

    Twisted X Men's 11" UltraLite X Work Boot

    Twisted X Men's 11" UltraLite X Work Boot This Men's 11" UltraLite X™ Western Work Boot was built for all day comfort. Handcrafted with a full-grain leather and an ecoTWX® upper, this boot features, Blend85™ recycled foam footbed, and...
    $199.95
  • Twisted X Men's Work Chukka Driving Moc Twisted X Men's Work Chukka Driving Moc

    Twisted X

    Twisted X Men's Work Chukka Driving Moc

    Twisted X Men's Work Chukka Driving Moc The Men's Work Steel Toe Chukka Driving Moc is a true Twisted X® Work original! Handcrafted in full-grain leather along with a steel safety toe, this chukka driving moc makes an unforgettable statement about...
    $144.95
  • Twisted X Men's Chukka Driving Moc Twisted X Men's Chukka Driving Moc

    Twisted X

    Twisted X Men's Chukka Driving Moc

    Twisted X Men's Chukka Driving Moc The men's casual chukka driving moc is a true Twisted X® original! Handcrafted in full-grain leather, the chukka driving moc makes an unforgettable statement about true comfort and style in casual footwear. Blending...
    $135.95
  • sale
    Nike Men's Legend Essential 3 Next Nature Shoes- Smoke Grey/White/ Dark Smoke Grey Nike Men's Legend Essential 3 Next Nature Shoes- Smoke Grey/White/ Dark Smoke Grey

    Nike

    Nike Men's Legend Essential 3 Next Nature Shoes

    Nike Legend Essential 3 Next NatureMen's Training ShoesMeet the trainer versatile enough to withstand the rigors of a fast-paced group class or a heavy day in the weight room. Equipped with a flat heel, high-abrasion materials and a flexible sole, it...
    Was: $64.99
    $45.49
  • On Cloudswift 3 Men's Running Shoe- Alloy/Glacier On Cloudswift 3 Men's Running Shoe- Alloy/Glacier

    On

    On Cloudswift 3 Men's Running Shoe

    On Cloudswift 3 Men's Running Shoe A cushioned, forward-rolling road shoe with dual-density Helion™ superfoam and a zonal knit upper for an inclusive fit. Size & Fit: Regular. True to Size.    
    $104.00 - $159.99
  • Flat Socks Terry Flat Sock - Leopard Flat Socks Terry Flat Sock - Leopard

    Flat Socks

    Flat Socks Terry Flat Sock

    Flat Socks Terry Flat Sock Small- Up to Women's 11 and Men's 10 No SlipThe underside is a super grippy textured foam surface. These things seriously don't budge! No StinkFLAT SOCKS create a moisture-wicking barrier that saves your shoes from...
    $5.00 - $9.99
  • Brown Dog Socks Church - Navy
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    Brown Dog Socks

    Brown Dog Socks Church - Navy

    Brown Dog Socks Church - Navy Meet Church, Beau’s best hunting pal and Brown Dog’s inspiration for Labrador adorned socks! MADE IN AMERICA! 168 Needle Count Arch Support Ring-Spun Combed Cotton​ 60% Cotton35% Nylon5% Spandex ​Sock Size...
    $11.99
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  • Brown Dog Socks Wilbur's - Della Blue
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    Brown Dog Socks

    Brown Dog Socks Wilbur's - Della Blue

    Brown Dog Socks Wilbur's - Della Blue MADE IN AMERICA! 168 Needle Count Arch Support Ring-Spun Combed Cotton​ 60% Cotton \ 35% Nylon \ 5% Spandex Sock Size 10-13 Fits Men’s Show Size 8.5-12
    $11.99
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  • Brown Dog Socks Duffy's - Khaki
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    Brown Dog Socks

    Brown Dog Socks Duffy's - Khaki

    Brown Dog Socks Duffy's - Khaki Permit fishing in the U.S. Virgin Islands proved to be a highlight of our trip to St. Thomas as was ending the day in the Caribbean's most famous parking lot bar, Duffy's Love Shack! MADE IN AMERICA! 168 Needle Count Arch...
    $11.99
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  • Brown Dog Socks Shuckin' (Oysters) - Bluestone
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    Brown Dog Socks

    Brown Dog Socks Shuckin' (Oysters) - Bluestone

    Brown Dog Socks Shuckin' (Oysters) - Bluestone MADE IN AMERICA! 168 Needle Count Arch Support Ring-Spun Combed Cotton​ 60% Cotton35% Nylon5% Spandex ​Sock Size 10-13Fits Men’s Shoe Size 8.5-12
    $11.99
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  • Brown Dog Socks Beerworks - Khaki
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    Brown Dog Socks

    Brown Dog Socks Beerworks - Khaki

    Brown Dog Socks Beerworks - Khaki MADE IN AMERICA! 168 Needle Count Arch Support Ring-Spun Combed Cotton​ 60% Cotton35% Nylon5% Spandex ​Sock Size 10-13Fits Men’s Shoe Size 8.5-12 Khaki is also available in X-LargeSock Size 13-16Fit's Mens'...
    $11.99
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  • Brown Dog Socks Palmetto - Khaki
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    Brown Dog Socks

    Brown Dog Socks Palmetto - Khaki

    Brown Dog Socks Palmetto - Khaki MADE IN AMERICA! 168 Needle Count Arch Support Ring-Spun Combed Cotton​ 60% Cotton35% Nylon5% Spandex ​Sock Size 10-13Fits Men’s Shoe Size 8.5-12
    $11.99
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  • Brown Dog Socks Pamlico - Teal
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    Brown Dog Socks

    Brown Dog Socks Pamlico - Teal

    Brown Dog Socks Pamlico - Teal MADE IN AMERICA! 168 Needle Count Arch Support Ring-Spun Combed Cotton​ 60% Cotton35% Nylon5% Spandex ​Sock Size 10-13Fits Men’s Shoe Size 8.5-12 Della Blue is also available in X-LargeSock Size 13-16Fit's...
    $11.99
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  • Brown Dog Socks Pamlico - Della Blue
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    Brown Dog Socks

    Brown Dog Socks Pamlico - Della Blue

    Brown Dog Socks Pamlico - Della Blue MADE IN AMERICA! 168 Needle Count Arch Support Ring-Spun Combed Cotton​ 60% Cotton35% Nylon5% Spandex ​Sock Size 10-13Fits Men’s Shoe Size 8.5-12 Della Blue is also available in X-LargeSock Size...
    $11.99
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