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**FREE SHIRTS** on Orders Over $200 | 10% OFF First Orders with Code COWBOYUP
**FREE SHIRTS** on Orders Over $200 | 10% OFF First Orders with Code COWBOYUP

Men's Western Shoes

  • Original price $53.99 - Original price $53.99
    Original price
    $53.99
    $53.99 - $53.99
    Current price $53.99

    Men's Roper Tan Slip-On Shoe

    Roper

    Roper, Slipon, SLIP-ON FAUX LEATHER TPR SOLE

    Original price $53.99 - Original price $53.99
    Original price
    $53.99
    $53.99 - $53.99
    Current price $53.99
  • Original price $116.99 - Original price $116.99
    Original price
    $116.99
    $116.99 - $116.99
    Current price $116.99

    Men's Roper Tan Suede Gum Sticker Chukka (Wide)

    Roper

    ShoeRoper, Casual, CASUAL SHOE GUM STICKER CREPE FLAT SOLE

    Original price $116.99 - Original price $116.99
    Original price
    $116.99
    $116.99 - $116.99
    Current price $116.99
  • Original price $294.99 - Original price $294.99
    Original price
    $294.99
    $294.99 - $294.99
    Current price $294.99

    Men's Stetson Burnished Tan Lace Up Chukka

    Stetson

    Chukka Boot Burnished Tan Leather Vamp & Shaft * Walking Leather Heel * 6" Shaft* Single Full Welt * Premium Cow Lining * Memory Foam Insole * ...

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    Original price $294.99 - Original price $294.99
    Original price
    $294.99
    $294.99 - $294.99
    Current price $294.99
  • Original price $274.99 - Original price $274.99
    Original price
    $274.99
    $274.99 - $274.99
    Current price $274.99

    Men's Stetson Brown Bison Lace Up Chukka

    Stetson

    Product Details Upper Material: High-quality leather, providing durability and a classic aesthetic. Closure: Lace-up front for a secure and adju...

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    Original price $274.99 - Original price $274.99
    Original price
    $274.99
    $274.99 - $274.99
    Current price $274.99
  • Original price $254.99 - Original price $254.99
    Original price
    $254.99
    $254.99 - $254.99
    Current price $254.99

    Men's Stetson Burnished Blue Leather Lace Up Shoe

    Stetson

    Chukka Boot * Burnish Blue Leather Vamp & Shaft * Walking Heel * 6" Shaft * Single Welt * Memory Foam Insole * PU Sole

    Original price $254.99 - Original price $254.99
    Original price
    $254.99
    $254.99 - $254.99
    Current price $254.99
  • Original price $254.99 - Original price $254.99
    Original price
    $254.99
    $254.99 - $254.99
    Current price $254.99

    Men's Stetson Oily Brown Lace Up Chukka

    Stetson

    Chukka Boot * Oily Brown Leather Vamp & Shaft * Walking Heel * 6" Shaft * Single Welt * Memory Foam Insole * PU Sole

    Original price $254.99 - Original price $254.99
    Original price
    $254.99
    $254.99 - $254.99
    Current price $254.99
  • Original price $117.99 - Original price $117.99
    Original price
    $117.99
    $117.99 - $117.99
    Current price $117.99

    Men's Roper Rustic Brown Leather Chukka

    Roper

    Rustic Brown Leather * Removable Comfort Insole * Rubber Bottom * Lightweight Molded Eva Midsole Swifter Sole * Two Eyelet Chukka Lace-Up * Moistur...

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    Original price $117.99 - Original price $117.99
    Original price
    $117.99
    $117.99 - $117.99
    Current price $117.99
  • Original price $111.99 - Original price $111.99
    Original price
    $111.99
    $111.99 - $111.99
    Current price $111.99

    Men's Roper Brown Tumbled Leather Slip On

    Roper

    Brown Tumbled Leather * Performance Sport Slip-On * Quality Leather Upper * EVA Cushioned In-Sole For Comfort * Durable Rubber Outsole With Molded ...

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    Original price $111.99 - Original price $111.99
    Original price
    $111.99
    $111.99 - $111.99
    Current price $111.99
  • Original price $124.99 - Original price $124.99
    Original price
    $124.99
    $124.99 - $124.99
    Current price $124.99

    Men's Roper Tan Oiled Full Grain Leather Lace Up Kiltie

    Roper

    Tan Oiled Full Grain Leather * Kiltie Lace Up * 1/2" Riding Heel * Moisture Wicking Linings * Rubber Outsole With Molded Eva Midsole * Removable PU...

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    Original price $124.99 - Original price $124.99
    Original price
    $124.99
    $124.99 - $124.99
    Current price $124.99
  • Original price $249.99 - Original price $249.99
    Original price
    $249.99
    $249.99 - $249.99
    Current price $249.99

    Men's Stetson Dark Brown Suede Beat Chelsea Boot

    Stetson

    Chukka Romeo Boot * Dark Brown Suede Vamp & Heel * Side Elastic * Walking Leather Heel * 6" Shaft * Single Welt * Memory Foam Insole * Pr...

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    Original price $249.99 - Original price $249.99
    Original price
    $249.99
    $249.99 - $249.99
    Current price $249.99
  • Original price $69.99 - Original price $69.99
    Original price
    $69.99
    $69.99 - $69.99
    Current price $69.99

    Men's Roper Black & Grey Chukka

    Roper

    Black Canvas Fabric 2 Eye Chukka * Elastic Laces For Easy Fit * Removable Molded PU Insole For Comfort * Moisture Wicking Linings * Flexible Unit B...

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    Original price $69.99 - Original price $69.99
    Original price
    $69.99
    $69.99 - $69.99
    Current price $69.99
  • Original price $93.99 - Original price $93.99
    Original price
    $93.99
    $93.99 - $93.99
    Current price $93.99

    Men's Roper Black Suede Leather Chukka

    Roper

    Black Suede 2 Eye Chukka * Elastic Laces For Easy Fit * Removable Molded PU Insole For Comfort * Moisture Wicking Linings * Flexible Unit Bottom *

    Original price $93.99 - Original price $93.99
    Original price
    $93.99
    $93.99 - $93.99
    Current price $93.99
  • Original price $89.99 - Original price $89.99
    Original price
    $89.99
    $89.99 - $89.99
    Current price $89.99

    Men's Stetson Tan Suede Chukka

    Stetson

    Chukka Casual Shoe * Allover Tan Suede * Leather Laces * Leather Lining * Rubber Sole

    Original price $89.99 - Original price $89.99
    Original price
    $89.99
    $89.99 - $89.99
    Current price $89.99
  • Original price $95.00
    Original price $95.00 - Original price $95.00
    Original price $95.00
    Current price $82.99
    $82.99 - $82.99
    Current price $82.99

    Men's Stetson Oiled Tan Leather Chukka

    Stetson

    Chukka Casual Shoe * Tan Bullhide Vamp * Burnish Tan Sides * Leather Laces * Leather Lining * Rubber Sole

    Original price $95.00
    Original price $95.00 - Original price $95.00
    Original price $95.00
    Current price $82.99
    $82.99 - $82.99
    Current price $82.99
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  • Original price $94.99 - Original price $94.99
    Original price
    $94.99
    $94.99 - $94.99
    Current price $94.99

    Men's Stetson Casual Boat Shoe w/ Bull Shoulder Vamp

    Stetson

    Casual Boat Shoe * Burnish Tan Bull Shoulder Vamp * Oiled Brown Brown * Leather Laces * Leather Lining * Rubber Sole

    Original price $94.99 - Original price $94.99
    Original price
    $94.99
    $94.99 - $94.99
    Current price $94.99
  • Original price $99.99 - Original price $99.99
    Original price
    $99.99
    $99.99 - $99.99
    Current price $99.99

    Men's Stetson Oily Cognac Leather Slip On Casual Shoe

    Stetson

    Slip On Casual Shoe * Cut leather Tan Vamp With / Tan Suede Sides * Leather Laces * Leather Lining * Rubber Sole

    Original price $99.99 - Original price $99.99
    Original price
    $99.99
    $99.99 - $99.99
    Current price $99.99
  • Original price $134.99 - Original price $134.99
    Original price
    $134.99
    $134.99 - $134.99
    Current price $134.99

    Men's Roper Brown Caiman Stamped Leather Chukka

    Roper

    Brown Caiman Leather * Removable Comfort Insole * Rubber Bottom * Lightweight Molded Eva Midsole Swifter Sole * Two Eyelet Chukka Lace-Up * Moistur...

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    Original price $134.99 - Original price $134.99
    Original price
    $134.99
    $134.99 - $134.99
    Current price $134.99
  • Original price $113.99 - Original price $113.99
    Original price
    $113.99
    $113.99 - $113.99
    Current price $113.99

    Men's Roper Brown Vintage Romeo Style Slip On

    Roper

    Brown Vintage Leather * Removable Comfort Insole * Rubber Bottom With Lightweight Molded Eva Midsole * Romeo Pattern Slip-On * Moisture Wicking Lin...

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    Original price $113.99 - Original price $113.99
    Original price
    $113.99
    $113.99 - $113.99
    Current price $113.99
  • Original price $111.99 - Original price $111.99
    Original price
    $111.99
    $111.99 - $111.99
    Current price $111.99

    Men's Roper Brown Vintage Leather Slip On

    Roper

    Introducing our Men's Roper Boots - the embodiment of rugged workwear infused with Western craftsmanship. These boots aren't just a choice; they're...

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    Original price $111.99 - Original price $111.99
    Original price
    $111.99
    $111.99 - $111.99
    Current price $111.99
  • Original price $65.00
    Original price $65.00 - Original price $65.00
    Original price $65.00
    Current price $54.99
    $54.99 - $54.99
    Current price $54.99

    Men's Roper Brown Canvas Chukka

    Roper

    Brown Canvas 2 Eye Chukka * Elastic Laces For Easy Fit * Removable Molded PU Insole For Comfort * Moisture Wicking Linings * Flexible Unit Bottom *

    Original price $65.00
    Original price $65.00 - Original price $65.00
    Original price $65.00
    Current price $54.99
    $54.99 - $54.99
    Current price $54.99
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  • Original price $69.99 - Original price $69.99
    Original price
    $69.99
    $69.99 - $69.99
    Current price $69.99

    Men's Roper Tan Canvas Chukka

    Roper

    Tan Canvas Fabric 2 Eye Chukka * Elastic Laces For Easy Fit * Removable Molded PU Insole For Comfort * Moisture Wicking Linings * Flexible Unit Bot...

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    Original price $69.99 - Original price $69.99
    Original price
    $69.99
    $69.99 - $69.99
    Current price $69.99
  • Original price $69.99 - Original price $69.99
    Original price
    $69.99
    $69.99 - $69.99
    Current price $69.99

    Men's Roper Multi Brown Aztec Chukka

    Roper

    Brown Canvas Upper With Aztec Heel * 2 Eye Chukka * Removable Molded PU Insole For Comfort * Moisture Wicking Linings * Flexible Unit Bottom * Elas...

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    Original price $69.99 - Original price $69.99
    Original price
    $69.99
    $69.99 - $69.99
    Current price $69.99
  • Original price $139.99 - Original price $139.99
    Original price
    $139.99
    $139.99 - $139.99
    Current price $139.99

    Men's Roper Brown Faux Ostrich Lace Up Shoe

    Roper

    Brown Faux Ostrich * Fabric Linings * Removable EVA Insoles * Stirrup Friendly Rubber Outsole * EVA Molded Midsole For Comfort * Two Eyelet Chukka

    Original price $139.99 - Original price $139.99
    Original price
    $139.99
    $139.99 - $139.99
    Current price $139.99
  • Original price $65.99 - Original price $65.99
    Original price
    $65.99
    $65.99 - $65.99
    Current price $65.99

    Men's Roper Chocolate Brown Slip On Moc

    Roper

    Chocolate Brown Canvas Fabric * Slip On * Driving Moc Construction * Fabric Wrapped Sole * Removeable Memory Foam Insole * Extreme Comfort Fit *

    Original price $65.99 - Original price $65.99
    Original price
    $65.99
    $65.99 - $65.99
    Current price $65.99
  • Original price $65.99 - Original price $65.99
    Original price
    $65.99
    $65.99 - $65.99
    Current price $65.99

    Men's Roper Brown Vintage Slip On Driving Moc

    Roper

    Brown Vintage Fabric * Slip On * Driving Moc Construction * Fabric Wrapped Sole * Removeable Memory Foam Insole * Extreme Comfort Fit *

    Original price $65.99 - Original price $65.99
    Original price
    $65.99
    $65.99 - $65.99
    Current price $65.99
  • Original price $132.99 - Original price $132.99
    Original price
    $132.99
    $132.99 - $132.99
    Current price $132.99

    Men's Roper Kiltie Horseshoe Lace Up Boot

    Roper

    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in au...

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    Original price $132.99 - Original price $132.99
    Original price
    $132.99
    $132.99 - $132.99
    Current price $132.99
  • Original price $98.99 - Original price $98.99
    Original price
    $98.99
    $98.99 - $98.99
    Current price $98.99

    Men's Roper Bay Brown Performance Slip-On Shoe

    Roper

    Performance Sport Slip-on * Designed For Comfort And Style * Bay Brown Tumbled Leather * Removable Insole * Twin Gore Pattern Allows For Easy Fit

    Original price $98.99 - Original price $98.99
    Original price
    $98.99
    $98.99 - $98.99
    Current price $98.99
  • Original price $91.99 - Original price $91.99
    Original price
    $91.99
    $91.99 - $91.99
    Current price $91.99

    Women's Roper Brown Suede Leather Chukka

    Roper

    Brown Suede Leather * Performance Sport Slip-On * Quality Leather Upper * EVA Cushioned In-Sole For Comfort * Durable Rubber Outsole With Molded EV...

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    Original price $91.99 - Original price $91.99
    Original price
    $91.99
    $91.99 - $91.99
    Current price $91.99
  • Original price $53.99 - Original price $53.99
    Original price
    $53.99
    $53.99 - $53.99
    Current price $53.99

    Men's Roper Brown Performance Slip On Shoe

    Roper

    Performance Sport Slip-on * Designed For Comfort And Style * Chocolate Textured Brown Faux Leather * Aggressive Lug Sole * Removable Insole * Twin ...

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    Original price $53.99 - Original price $53.99
    Original price
    $53.99
    $53.99 - $53.99
    Current price $53.99
  • Original price $107.99
    Original price $107.99 - Original price $107.99
    Original price $107.99
    Current price $74.99
    $74.99 - $74.99
    Current price $74.99

    Men's Roper Brown Embossed Ostrich Slip On

    Roper

    Brown Embossed Ostrich * Slip On * Driving Moc Construction * Rubber Sole * Removeable Insole for Comfort * Extreme Comfort Fit *

    Original price $107.99
    Original price $107.99 - Original price $107.99
    Original price $107.99
    Current price $74.99
    $74.99 - $74.99
    Current price $74.99
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  • Original price $92.99 - Original price $92.99
    Original price
    $92.99
    $92.99 - $92.99
    Current price $92.99

    Men's Roper Brown Performance Slip On Shoe

    Roper

    Performance Sport Slip-On * Designed For Comfort And Style * Brown Shades of Leather * Removable Insole * Twin Gore Pattern Allows For Easy Fit

    Original price $92.99 - Original price $92.99
    Original price
    $92.99
    $92.99 - $92.99
    Current price $92.99
  • Original price $132.99 - Original price $132.99
    Original price
    $132.99
    $132.99 - $132.99
    Current price $132.99

    Men's Roper Kiltie Horseshoe Lace Up Boot

    Roper

    Our Men's Roper Boots offer more than just footwear; they're a symbol of Western tradition, craftsmanship, and comfort. With a legacy steeped in au...

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    Original price $132.99 - Original price $132.99
    Original price
    $132.99
    $132.99 - $132.99
    Current price $132.99
  • Original price $82.99 - Original price $82.99
    Original price
    $82.99
    $82.99 - $82.99
    Current price $82.99

    MAHOGANY BROWN SUEDE

    Roper

    Performance Sport Slip-on * Designed For Comfort And Style * Mahogany Brown Suede * Removable Insole * Twin Gore Pattern Allows For Easy Fit

    Original price $82.99 - Original price $82.99
    Original price
    $82.99
    $82.99 - $82.99
    Current price $82.99
  • Original price $107.99 - Original price $107.99
    Original price
    $107.99
    $107.99 - $107.99
    Current price $107.99

    Men's Roper Tan Tumbled Leather Chukka

    Roper

    Tan Tumbled Leather * Side Gore & Interlace * 3 Eyelet Lace Up Chukka * Driving Moc Rubber Sole * Removeable PU Insole *

    Original price $107.99 - Original price $107.99
    Original price
    $107.99
    $107.99 - $107.99
    Current price $107.99
  • Original price $126.99 - Original price $126.99
    Original price
    $126.99
    $126.99 - $126.99
    Current price $126.99

    Men's Roper Oiled Brown Gum Sole Chukka

    Roper

    Performance Gum Sole Chukka * Smokey Tan Leather * Removable Insole With EVA Cushion For Comfort * 3/4 Ankle Height * 2 Hole Lace Up

    Original price $126.99 - Original price $126.99
    Original price
    $126.99
    $126.99 - $126.99
    Current price $126.99
  • Original price $112.99 - Original price $112.99
    Original price
    $112.99
    $112.99 - $112.99
    Current price $112.99

    Men's Roper Tan Leather Slip On Shoe

    Roper

    Tan Leather Upper * Fabric Linings * Removable EVA Insoles * Stirrup Friendly Rubber Outsole * EVA Molded Midsole For Comfort

    Original price $112.99 - Original price $112.99
    Original price
    $112.99
    $112.99 - $112.99
    Current price $112.99
  • Original price $113.99 - Original price $113.99
    Original price
    $113.99
    $113.99 - $113.99
    Current price $113.99

    Men's Roper Brown Leather Slip On

    Roper

    Brown Leather Upper * Fabric Linings * Removable EVA Insoles * Stirrup Friendly Rubber Outsole * EVA Molded Midsole For Comfort

    Original price $113.99 - Original price $113.99
    Original price
    $113.99
    $113.99 - $113.99
    Current price $113.99
  • Original price $98.99 - Original price $98.99
    Original price
    $98.99
    $98.99 - $98.99
    Current price $98.99

    Men's Roper Black Performance Slip-On Shoe

    Roper

    Performance Sport Slip-on * Designed For Comfort And Style * Tumbled Black Leather * Removable Insole * Twin Gore Pattern Allows For Easy Fit

    Original price $98.99 - Original price $98.99
    Original price
    $98.99
    $98.99 - $98.99
    Current price $98.99
  • Original price $122.99 - Original price $122.99
    Original price
    $122.99
    $122.99 - $122.99
    Current price $122.99

    Men's Roper Vintage Tan Chukka

    Roper

    Tan Vintage Antiqued Leather * Removable Comfort Insole * Rubber Bottom With Lightweight Molded Eva Midsole * Two Eyelet Chukka Lace-Up * Moisture ...

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    Original price $122.99 - Original price $122.99
    Original price
    $122.99
    $122.99 - $122.99
    Current price $122.99
  • Original price $127.99 - Original price $127.99
    Original price
    $127.99
    $127.99 - $127.99
    Current price $127.99

    Men's Roper Rustic Tan Leather Chukka

    Roper

    Tan Rustic Leather * Removable Comfort Insole * Rubber Bottom With Lightweight Molded Eva Midsole * Two Eyelet Chukka Lace-Up * Moisture Wicking Li...

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    Original price $127.99 - Original price $127.99
    Original price
    $127.99
    $127.99 - $127.99
    Current price $127.99
  • Original price $48.99 - Original price $48.99
    Original price
    $48.99
    $48.99 - $48.99
    Current price $48.99

    Men's Tan Faux Leather Ostrich Slip On Shoe

    Roper

    Performance Sport Slip-on * Designed For Comfort And Style * Tan Faux Ostrich Leather * Aggressive Lug Sole * Removable Insole * Twin Gore Pattern ...

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    Original price $48.99 - Original price $48.99
    Original price
    $48.99
    $48.99 - $48.99
    Current price $48.99
  • Original price $92.99 - Original price $92.99
    Original price
    $92.99
    $92.99 - $92.99
    Current price $92.99

    Men's Roper Tan Suede Performance Slip-On Shoe

    Roper

    Performance Sport Slip-on * Designed For Comfort And Style * Light Brown Shades of Leather * Synthetic Lining * Removable Insole * Twin Gore Patter...

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    Original price $92.99 - Original price $92.99
    Original price
    $92.99
    $92.99 - $92.99
    Current price $92.99
  • Original price $116.99 - Original price $116.99
    Original price
    $116.99
    $116.99 - $116.99
    Current price $116.99

    Men's Roper Tan Suede Gum Sole Chukka

    Roper

    Performance Gum Sole Chukka * Sand Suede Upper * Removable Insole With EVA Cushion For Comfort * 3/4 Ankle Height

    Original price $116.99 - Original price $116.99
    Original price
    $116.99
    $116.99 - $116.99
    Current price $116.99
  • Original price $101.99 - Original price $101.99
    Original price
    $101.99
    $101.99 - $101.99
    Current price $101.99

    Men's Roper Tan Suede Leather Chukka

    Roper

    Tan Suede Leather * Removable Comfort Insole * Rubber Bottom With Lightweight Molded Eva Midsole * Two Eyelet Chukka Lace-Up * Moisture Wicking Lin...

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    Original price $101.99 - Original price $101.99
    Original price
    $101.99
    $101.99 - $101.99
    Current price $101.99
  • Original price $116.00
    Original price $116.00 - Original price $116.00
    Original price $116.00
    Current price $80.00
    $80.00 - $80.00
    Current price $80.00

    Men's Roper Tan Tumbled Leather Slip-On Shoe

    Roper

    Tan Tumbled Leather * Slip On * Removable Comfort Insole * Rubber Bottom * Lightweight Molded Eva Midsole Swifter Sole * Moisture Wicking Linings *

    Original price $116.00
    Original price $116.00 - Original price $116.00
    Original price $116.00
    Current price $80.00
    $80.00 - $80.00
    Current price $80.00
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  • Original price $98.99 - Original price $98.99
    Original price
    $98.99
    $98.99 - $98.99
    Current price $98.99

    Men's Stetson Waxy Tan Lace Up Chukka

    Roper

    Tan Waxy Canvas With Suede Accent Upper * Performance Gum Sole Chukka * Removable Insole With EVA Cushion For Comfort * 3/4 Ankle Height * 4 Hole L...

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    Original price $98.99 - Original price $98.99
    Original price
    $98.99
    $98.99 - $98.99
    Current price $98.99
  • Original price $105.99 - Original price $105.99
    Original price
    $105.99
    $105.99 - $105.99
    Current price $105.99

    Men's Roper Brown Vintage Slip On Boat Shoe

    Roper

    Brown Vintage Leather * Slip On Boat Shoe * High Tech Synthetic Fabric Insets *Driving Moc Construction * Leather Wrapped Sole * Removeable Insole...

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    Original price $105.99 - Original price $105.99
    Original price
    $105.99
    $105.99 - $105.99
    Current price $105.99
  • Original price $117.99 - Original price $117.99
    Original price
    $117.99
    $117.99 - $117.99
    Current price $117.99

    Men's Roper Vintage Brown Chukka

    Roper

    Vintage Brown Leather * Removable Comfort Insole * Rubber Bottom * Lightweight Molded Eva Midsole Swifter Sole * Two Eyelet Chukka Lace-Up * Moistu...

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    Original price $117.99 - Original price $117.99
    Original price
    $117.99
    $117.99 - $117.99
    Current price $117.99