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    Discount Size 8.5 Leather Mens Shoes

    1-36 of 587 results
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    New Balance 608v4 (Men's)
    New Balance 608v4 (Men's)
    New Balance 608v4 (Men's)
    New Balance 608v4 (Men's)
    New!
    Sale
    New Balance 608v4(Men's)-Black
    Sale
    New Balance 608v4(Men's)-White/Navy
    Sale
    New Balance 608v4(Men's)-White/Royal Blue
    Sale
    $69.95 - $74.95
    $75.00 up to 7% off
    Sperry Top-Sider Avenue Duck Boot (Men's)
    Sperry Top-Sider Avenue Duck Boot (Men's)
    Sperry Top-Sider Avenue Duck Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Avenue Duck Boot(Men's)-Black/Amaretto Leather
    Sale
    Sperry Top-Sider Avenue Duck Boot(Men's)-Tan/Brown
    Sale
    $79.95
    $109.95 - $110.00 up to 27% off
    Timberland Icon 6
    Timberland Icon 6
    Timberland Icon 6
    New!
    Sale
    Timberland Icon 6
    Sale
    Timberland Icon 6
    Sale
    $119.95
    $150.00 20% off
    UGG Messner Boot (Men's)
    UGG Messner Boot (Men's)
    New!
    Sale
    UGG Messner Boot(Men's)-Stout
    Sale
    $157.95
    $210.00 25% off
    Ariat Rambler Square Toe Boot (Men's)
    Ariat Rambler Square Toe Boot (Men's)
    Ariat Rambler Square Toe Boot (Men's)
    New!
    Sale
    Ariat Rambler Square Toe Boot(Men's)-Brown Bomber Full Grain Leather
    Sale
    Ariat Rambler Square Toe Boot(Men's)-Wicker Distressed Leather
    Sale
    $149.95
    $159.95 6% off
    Clarks Desert Boot (Men's)
    Clarks Desert Boot (Men's)
    New!
    Sale
    Clarks Desert Boot(Men's)-Green Leather
    Sale
    $59.99 - $159.95
    $130.00 - $160.00 up to 54% off
    Sorel Cheyanne Lace (Men's)
    Sorel Cheyanne Lace (Men's)
    New!
    Sale
    Sorel Cheyanne Lace(Men's)-Chipmunk/Black
    Sale
    $100.95
    $134.95 - $135.00 up to 25% off
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    Clarks Bushacre 2 Boot (Men's)
    New!
    Sale
    Clarks Bushacre 2 Boot(Men's)-Beeswax Leather
    Sale
    Clarks Bushacre 2 Boot(Men's)-Black Suede
    Sale
    Clarks Bushacre 2 Boot(Men's)-Brown Suede
    Sale
    Clarks Bushacre 2 Boot(Men's)-Dark Brown Leather
    Sale
    Clarks Bushacre 2 Boot(Men's)-Grey Leather
    Sale
    $84.95
    $100.00 15% off
    Nunn Bush Bleeker Street (Men's)
    Nunn Bush Bleeker Street (Men's)
    Nunn Bush Bleeker Street (Men's)
    New!
    Sale
    Nunn Bush Bleeker Street(Men's)-Black Smooth Leather
    Sale
    Nunn Bush Bleeker Street(Men's)-Cognac Leather
    Sale
    $68.00
    $85.00 20% off
    Johnston & Murphy Atchison Plain Cap Toe (Men's)
    Johnston & Murphy Atchison Plain Cap Toe (Men's)
    Johnston & Murphy Atchison Plain Cap Toe (Men's)
    New!
    Sale
    Johnston & Murphy Atchison Plain Cap Toe(Men's)-Black Brushed Calfskin
    Sale
    Johnston & Murphy Atchison Plain Cap Toe(Men's)-Burgundy Brushed Calfskin
    Sale
    $99.95
    $135.00 26% off
    Sperry Top-Sider Decoy Duck Boot (Men's)
    Sperry Top-Sider Decoy Duck Boot (Men's)
    Sperry Top-Sider Decoy Duck Boot (Men's)
    Sperry Top-Sider Decoy Duck Boot (Men's)
    Sperry Top-Sider Decoy Duck Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Decoy Duck Boot(Men's) -Amaretto/Black Full Grain Leather
    Sale
    Sperry Top-Sider Decoy Duck Boot(Men's) -Dark Green Full Grain Leather
    Sale
    Sperry Top-Sider Decoy Duck Boot(Men's) -Dark Tan/Navy Full Grain Leather
    Sale
    Sperry Top-Sider Decoy Duck Boot(Men's) -Tan/Brown Full Grain Leather
    Sale
    $89.95
    $120.00 25% off
    Nunn Bush Nelson 84525 Wing Tip Oxford (Men's)
    Nunn Bush Nelson 84525 Wing Tip Oxford (Men's)
    Nunn Bush Nelson 84525 Wing Tip Oxford (Men's)
    Nunn Bush Nelson 84525 Wing Tip Oxford (Men's)
    New!
    Sale
    Nunn Bush Nelson 84525 Wing Tip Oxford(Men's) -Black Leather
    Sale
    Nunn Bush Nelson 84525 Wing Tip Oxford(Men's) -Brown Leather
    Sale
    Nunn Bush Nelson 84525 Wing Tip Oxford(Men's) -Cognac Smooth Leather
    Sale
    $68.00
    $85.00 20% off
    Johnston & Murphy Aragon II Loafer (Men's)
    Johnston & Murphy Aragon II Loafer (Men's)
    Johnston & Murphy Aragon II Loafer (Men's)
    New!
    Sale
    Johnston & Murphy Aragon II Loafer(Men's) -Black Deer with Black Waxhide Trim
    Sale
    Johnston & Murphy Aragon II Loafer(Men's) -Tan Calfskin
    Sale
    $89.95 - $134.95
    $134.95 - $135.00 up to 33% off
    Clarks Cotrell Edge Lace Up Shoe (Men's)
    Clarks Cotrell Edge Lace Up Shoe (Men's)
    Clarks Cotrell Edge Lace Up Shoe (Men's)
    Clarks Cotrell Edge Lace Up Shoe (Men's)
    New!
    Sale
    Clarks Cotrell Edge Lace Up Shoe(Men's) -Black Oily Cow Full Grain Leather
    Sale
    Clarks Cotrell Edge Lace Up Shoe(Men's) -Brown Oily Cow Full Grain Leather
    Sale
    Clarks Cotrell Edge Lace Up Shoe(Men's) -Tobacco Oily Cow Full Grain Leather
    Sale
    $75.95
    $90.00 16% off
    Clarks Stratton Limit Boot (Men's)
    Clarks Stratton Limit Boot (Men's)
    Clarks Stratton Limit Boot (Men's)
    New!
    Sale
    Clarks Stratton Limit Boot(Men's) -Black Leather
    Sale
    Clarks Stratton Limit Boot(Men's) -Brown Leather
    Sale
    $119.95
    $135.00 11% off
    Clarks Niland Energy Slip-on (Men's)
    Clarks Niland Energy Slip-on (Men's)
    Clarks Niland Energy Slip-on (Men's)
    Clarks Niland Energy Slip-on (Men's)
    Clarks Niland Energy Slip-on (Men's)
    New!
    Sale
    Clarks Niland Energy Slip-on(Men's) -Black Tumbled
    Sale
    Clarks Niland Energy Slip-on(Men's) -Black Tumbled Leather
    Sale
    Clarks Niland Energy Slip-on(Men's) -Brown Tumbled
    Sale
    Clarks Niland Energy Slip-on(Men's) -Brown Tumbled Leather
    Sale
    $84.95
    $90.00 6% off
    Rockport Charson Lace Up Ankle Boot (Men's)
    Rockport Charson Lace Up Ankle Boot (Men's)
    Rockport Charson Lace Up Ankle Boot (Men's)
    New!
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Black Leather
    Sale
    Rockport Charson Lace Up Ankle Boot(Men's) -Dark Brown Leather
    Sale
    $99.95 - $139.95
    $130.00 - $140.00 up to 23% off
    Ariat Heritage Roper (Men's)
    Ariat Heritage Roper (Men's)
    Ariat Heritage Roper (Men's)
    New!
    Sale
    Ariat Heritage Roper(Men's) -Black Full Grain Leather
    Sale
    Ariat Heritage Roper(Men's) -Distressed Brown Full Grain Leather
    Sale
    $134.95
    $144.95 7% off
    Deer Stags Times (Men's)
    Deer Stags Times (Men's)
    Deer Stags Times (Men's)
    New!
    Sale
    Deer Stags Times(Men's) -Black Smooth
    Sale
    Deer Stags Times(Men's) -Brown Smooth
    Sale
    $49.99 - $64.95
    $64.95 - $65.00 up to 23% off
    Clarks Walbeck Rise Waterproof Boot (Men's)
    Clarks Walbeck Rise Waterproof Boot (Men's)
    Clarks Walbeck Rise Waterproof Boot (Men's)
    New!
    Sale
    Clarks Walbeck Rise Waterproof Boot(Men's) -Black Waterproof Leather
    Sale
    Clarks Walbeck Rise Waterproof Boot(Men's) -Brown Waterproof Cow Full Grain Leather
    Sale
    $84.99
    $115.00 26% off
    Rockport Margin Oxford (Men's)
    Rockport Margin Oxford (Men's)
    Rockport Margin Oxford (Men's)
    Rockport Margin Oxford (Men's)
    New!
    Sale
    Rockport Margin Oxford(Men's) -Black
    Sale
    Rockport Margin Oxford(Men's) -Chocolate
    Sale
    Rockport Margin Oxford(Men's) -Espresso Nubuck
    Sale
    $99.95
    $110.00 9% off
    Clarks Devington Hi Lace Up Ankle Boot (Men's)
    Clarks Devington Hi Lace Up Ankle Boot (Men's)
    Clarks Devington Hi Lace Up Ankle Boot (Men's)
    New!
    Sale
    Clarks Devington Hi Lace Up Ankle Boot(Men's) -Black Smooth Buffalo Leather
    Sale
    Clarks Devington Hi Lace Up Ankle Boot(Men's) -Tobacco Buffalo Leather
    Sale
    $79.99
    $115.00 30% off
    Bostonian Ipswich Oxford (Men's)
    Bostonian Ipswich Oxford (Men's)
    Bostonian Ipswich Oxford (Men's)
    New!
    Sale
    Bostonian Ipswich Oxford(Men's) -Black Smooth Leather
    Sale
    Bostonian Ipswich Oxford(Men's) -Brown Smooth Leather
    Sale
    $79.95
    $90.00 11% off
    Mezlan Luzern Ankle Boot (Men's)
    Mezlan Luzern Ankle Boot (Men's)
    Mezlan Luzern Ankle Boot (Men's)
    New!
    Sale
    Mezlan Luzern Ankle Boot(Men's) -Brown Calf/Suede
    Sale
    Mezlan Luzern Ankle Boot(Men's) -Graphite Calf/Suede
    Sale
    $319.95
    $525.00 39% off
    Clarks Bushacre 2 (Men's)
    Clarks Bushacre 2 (Men's)
    Clarks Bushacre 2 (Men's)
    New!
    Sale
    Clarks Bushacre 2(Men's) -Black Leather
    Sale
    Clarks Bushacre 2(Men's) -Navy Leather
    Sale
    $64.99 - $89.95
    $100.00 up to 10% off
    Ariat Heritage Western R Toe (Men's)
    Ariat Heritage Western R Toe (Men's)
    Ariat Heritage Western R Toe (Men's)
    New!
    Sale
    Ariat Heritage Western R Toe(Men's) -Black Deertan Full Grain Leather
    Sale
    Ariat Heritage Western R Toe(Men's) -Distressed Brown Full Grain Leather
    Sale
    $159.95
    $179.95 11% off
    Rockport Perth Loafer (Men's)
    Rockport Perth Loafer (Men's)
    Rockport Perth Loafer (Men's)
    New!
    Sale
    Rockport Perth Loafer(Men's) -Chocolate/Bark Nubuck
    Sale
    Rockport Perth Loafer(Men's) -Timber w/ Honey Sole
    Sale
    $109.95 - $124.95
    $125.00 up to 12% off
    Bostonian Bolton (Men's)
    Bostonian Bolton (Men's)
    Bostonian Bolton (Men's)
    New!
    Sale
    Bostonian Bolton(Men's) -Black Smooth Leather
    Sale
    Bostonian Bolton(Men's) -Brown Smooth Leather
    Sale
    $79.95
    $90.00 11% off
    Ariat Tombstone (Men's)
    Ariat Tombstone (Men's)
    Ariat Tombstone (Men's)
    Ariat Tombstone (Men's)
    Ariat Tombstone (Men's)
    New!
    Sale
    Ariat Tombstone(Men's) -Black/Black Full Grain Leather
    Sale
    Ariat Tombstone(Men's) -Distressed Brown/Sunnyside Full Grain Leather
    Sale
    Ariat Tombstone(Men's) -Earth/Black Full Grain Leather
    Sale
    Ariat Tombstone(Men's) -Weathered Chestnut Full Grain Leather
    Sale
    $199.95
    $219.95 9% off
    Ariat Sport Western Wide Square Toe Boot (Men's)
    Ariat Sport Western Wide Square Toe Boot (Men's)
    Ariat Sport Western Wide Square Toe Boot (Men's)
    Ariat Sport Western Wide Square Toe Boot (Men's)
    New!
    Sale
    Ariat Sport Western Wide Square Toe Boot(Men's) -Black Deertan/Black Full Grain Leather
    Sale
    Ariat Sport Western Wide Square Toe Boot(Men's) -Brooklyn Brown/Ashes Full Grain Leather
    Sale
    Ariat Sport Western Wide Square Toe Boot(Men's) -Fiddle Brown/Powder Brown Full Grain Leather
    Sale
    $129.95
    $144.95 10% off
    Rockport World Tour Encounter (Men's)
    Rockport World Tour Encounter (Men's)
    Rockport World Tour Encounter (Men's)
    New!
    Sale
    Rockport World Tour Encounter(Men's) -Black Tumbled
    Sale
    Rockport World Tour Encounter(Men's) -Dark Brown Tumbled
    Sale
    $109.95
    $120.00 8% off
    Ariat Workhog Pull-On H2O (Men's)
    Ariat Workhog Pull-On H2O (Men's)
    Ariat Workhog Pull-On H2O (Men's)
    New!
    Sale
    Ariat Workhog Pull-On H2O(Men's) -Army Green/Aged Bark Full Grain Leather
    Sale
    Ariat Workhog Pull-On H2O(Men's) -Oily Distressed Brown Waterproof Leather
    Sale
    $179.95
    $199.95 10% off
    Clarks Desert Mali Boot (Men's)
    Clarks Desert Mali Boot (Men's)
    Clarks Desert Mali Boot (Men's)
    New!
    Sale
    Clarks Desert Mali Boot(Men's) -Bronze/Brown Leather
    Sale
    Clarks Desert Mali Boot(Men's) -Leaf Leather
    Sale
    $79.99 - $149.95
    $150.00 up to 47% off
    Ariat Heritage Roughstock Square Toe (Men's)
    Ariat Heritage Roughstock Square Toe (Men's)
    Ariat Heritage Roughstock Square Toe (Men's)
    Ariat Heritage Roughstock Square Toe (Men's)
    Ariat Heritage Roughstock Square Toe (Men's)
    Ariat Heritage Roughstock Square Toe (Men's)
    New!
    Sale
    Ariat Heritage Roughstock Square Toe(Men's) -Brown Oiled Rowdy Full Grain Leather
    Sale
    Ariat Heritage Roughstock Square Toe(Men's) -Buckboard Black/Burnt Clay Full Grain Leather
    Sale
    Ariat Heritage Roughstock Square Toe(Men's) -Earth/Brown Bomber Full Grain Leather
    Sale
    Ariat Heritage Roughstock Square Toe(Men's) -Shiny Black/Bar Top Brown Full Grain Leather
    Sale
    Ariat Heritage Roughstock Square Toe(Men's) -Thunder Brown Full Grain Leather
    Sale
    $179.95
    $189.95 5% off