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There comes a time in every guy’s life when it’s time to swap those beloved sneakers for something a bit more stylized. Fret not. These rugged boots are just as comfortable as your dependable kicks yet they give the jeans and T-shirt formula a much-needed injection of workman cool. Pair any of these styles with cuffed chinos and a button-down for a foolproof look this fall. The details: Brands include John Varvatos, Dr. Martens, ksubi and more.
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John Varvatos Men’s Six O Six Boot (Dark Brown)$698.00$209.00 -
John Varvatos Star USA Men’s Brighton Addler Boot (Drill)$298.00$99.00 -
John Varvatos Star USA Men’s Brighton Addler Boot (Bottle Green)$298.00$99.00 -
John Varvatos Star USA Men’s Brighton Addler Boot (Cherrywood)$298.00$99.00 -
Generic Surplus Men’s Duck Boot (Charcoal Grey)$130.00$37.00 -
Generic Surplus Men’s Duck Boot (Russet)$130.00$25.00 -
Generic Surplus Men’s Duck Canvas Boot (Dark Green/Earth)$125.00$159.00 -
Generic Surplus Men’s Work Boot (Black)$84.00$159.00 -
J Artola Men’s Alan Boot (Bark)$395.00$159.00 -
J Artola Men’s Alan Boot (Black)$395.00$159.00 -
J Artola Men’s Atlas Boot (Black)$395.00$49.00 -
J Artola Men’s Atlas Boot (Dark Brown)$395.00$89.00 -
JD Fisk Men’s Drew Boot (Black)$229.00$89.00 -
JD Fisk Men’s Drew Boot (Brown)$229.00$79.00 -
JD Fisk Men’s Frederick Chukka (Brown)$149.00$36.00 -
JD Fisk Men’s Morrison Boot (Black Leather)$229.00$169.00 -
JD Fisk Men’s Morrison Boot (Brown Leather)$229.00$99.00 -
JD Fisk Men’s Morrison Boot (Cognac Leather)$229.00$69.00 -
JD Fisk Men’s Pete Boot (Brown)$179.00$199.00 -
JD Fisk Men’s Pete Boot (Grey Nubuck)$179.00$199.00 -
JD Fisk Men’s Serge Pull-On Boot (Black)$199.00$199.00 -
Cushe Men’s Surf Slip-On Chukka (Brown)$90.00$199.00 -
Florsheim by Duckie Brown Men’s Broken-In Brogue Boot (Brown)$475.00$199.00 -
Kenneth Cole New York Men’s Game On Boot (Taupe)$215.00$175.00 -
Kenneth Cole REACTION Men’s Pro-Ceeding Boot (Black)$138.00$175.00 -
ksubi Men’s Bren Boot (Black Embossed Snake)$540.00$199.00 -
ksubi Men’s Bren Boot (Tan)$540.00$169.00 -
ksubi Men’s Buckley 1 Cap Toe Oxford (Beige)$420.00$169.00 -
ksubi Men’s Buckley 1 Cap Toe Oxford (Black)$420.00$199.00 -
ksubi Men’s Buckley 1 Cap Toe (Brown)$420.00$199.00 -
ksubi Men’s Buckley 1 Oxford (Beige Gringo)$440.00$249.00 -
ksubi Men’s Buckley 1 Oxford (Black Cusna)$440.00$215.00 -
ksubi Men’s Buckley 5 Boot (Brown Vachetta)$483.00$215.00 -
ksubi Men’s Cast Canvas Oxford (Khaki)$490.00$215.00 -
ksubi Men’s Cast Canvas Oxford (Navy)$490.00$199.00 -
ksubi Men’s Cast Oxford (Brown)$500.00$175.00 -
ksubi Men’s Garcia 1 Mid Boot (Brown Durango)$530.00$199.00 -
ksubi Men’s Garcia 2 Boot (Black Gringo)$640.00$199.00 -
ksubi Men’s Helter Mid Boot (Black Cusna)$550.00$179.00 -
ksubi Men’s Helter Mid Boot (Black Dumbo)$550.00$199.00 -
ksubi Men’s Helter Mid Boot (Brown Durango)$550.00$199.00 -
ksubi Men’s Jacob Lo Boot (Brown)$520.00$199.00 -
ksubi Men’s Lambert 1 Lo Boot (Beige)$470.00$199.00 -
ksubi Men’s Lambert 1 Lo Boot (Tan)$470.00$199.00 -
ksubi Men’s Lambert 2 Boot (Brown Rustico)$505.00$199.00 -
ksubi Men’s Lewis 2 Hi Top Sneaker (Grey)$450.00$199.00 -
ksubi Men’s Manson Crepe 1 Chukka (Black Cusna)$480.00$199.00 -
ksubi Men’s Manson Crepe 1 Chukka (Brown Durango)$480.00$49.00 -
ksubi Men’s Manson Crepe 2 Chelsea Boot (Black Cusna)$490.00$49.00 -
ksubi Men’s Morrison 2 Boot (Black Rustico)$530.00$49.00 -
ksubi Men’s Morrison 2 Boot (Brown Rustico)$530.00$49.00 -
ksubi Men’s Newman Lace-Up Boot (Black Cusna)$530.00$109.00 -
ksubi Men’s Newman Lace-Up Boot (Brown Rustico)$530.00$79.00 -
ksubi Men’s Newman Lace-Up Boot (Tan Queimado)$530.00$79.00 -
Nautica Men’s Thomas Boot (Black)$110.00$69.00 -
Nautica Men’s Thomas Boot (Brown)$110.00$69.00 -
Nautica Men’s Vern Moc Toe Boot (Brown)$90.00$99.00 -
Rockport Men’s Fairwood Ankle Boot (Dark Brown Scrunch)$125.00$78.00 -
Rogue Men’s Brofy Oxford Chukka (Sand)$395.00$79.00 -
Rogue Men’s Brofy Oxford Chukka (Black)$395.00$79.00 -
Rogue Men’s Guada Burnished Boot (Dark Taupe)$350.00$99.00 -
Rogue Men’s Randy Boat Shoe Chukka (Navy blue)$285.00$89.00 -
Sebago Men’s Filson Beacon Chukka (Dark Brown/Wax Canvas)$165.00$89.00 -
Sebago Men’s Filson Osmore Boot (Brown Oiled Waxy)$210.00$69.00 -
Sebago Men’s Filson Osmore Boot (Rich Brown)$210.00$89.00 -
Sebago Men’s Kettle Boot (Luggage Tan)$175.00$89.00 -
Sebago Men’s Kettle Boot (Rich Brown)$175.00$99.00 -
Swear Men’s Chaplin 10 Chukka (Tan Waxed Suede)$260.00$125.00 -
Swear Men’s Iggy 25 Lace-Up Boot (Tan)$195.00$149.00 -
Swear Men’s Lou 5 Boot (Oxblood)$244.00$199.00 -
Tecnica Men’s Wyoming Lace Gore-Tex Boot (Black)$230.00$125.00 -
Thorocraft Men’s The Shelton Boot (Black/Grey Canvas)$260.00$149.00 -
Timberland Abington Men’s 7 Eye Ankle Boot (Light Brown)$180.00$149.00 -
Timberland Abington Men’s 7 Eye Ankle Boot (Black)$180.00$175.00 -
Timberland Abington Men’s Desert Boot (Light Brown)$165.00$175.00 -
Timberland Abington Men’s Farmer Boot (Light Brown)$200.00$180.00 -
Timberland Abington Men’s Hiker GTX$200.00$199.00 -
Timberland Abington Men’s Logger Boot (Dark Brown)$240.00$39.00 -
Timberland Boot Company Men’s Counterpane Venetian Loafer (Dark Brown)$250.00$69.00 -
Timberland Boot Company Men’s Mudlark Handsewn Chukka Boot (Nut Brown)$295.00$69.00 -
Timberland Boot Company Men’s Takhead Patch Boot (Medium Brown)$395.00$69.00 -
Timblerland Boot Company Men’s Counterpane Spectator Oxford (Tobacco/Brown Suede)$250.00$79.00 -
Timblerland Boot Company Men’s Mudlark Safari Chukka Boot (Fox Brown)$295.00$79.00 -
Timblerland Boot Company Men’s Mudlark Safari Chukka Boot (Light Brown/Brown Chestnut)$295.00$79.00 -
Timblerland Boot Company Men’s Tackhead 6$350.00$79.00 -
Timblerland Boot Company Men’s Tackhead 6$350.00$78.00 -
Timblerland Boot Company Men’s Tackhead Chukka Boot (Medium Brown)$360.00$78.00 -
Timblerland Boot Company Men’s Takhead Pull-On Boot (Brown/Olive)$395.00$78.00 -
Tretorn Men’s Krona Mid Leather Chukka Sneaker (Sailing Grey)$100.00$89.00 -
Wolverine No.1883 Men’s Ansley Chukka (Beige)$175.00$89.00 -
Wolverine No.1883 Men’s Ansley Chukka (Black)$175.00$ -
Wolverine No.1883 Men’s Ansley Chukka (Grey)$175.00$ -
Wolverine No.1883 Men’s Clapton Boot (Black)$195.00$ -
Wolverine No.1883 Men’s Clapton Boot (Twig)$195.00$ -
Wolverine No.1883 Men’s Clapton Boot (Rust)$195.00$ -
Wolverine No.1883 Men’s Clapton Boot (Honey)$195.00$ -
Wolverine No.1883 Men’s Clapton Boot (Brown)$180.00$ -
Wolverine No.1883 Men’s Clapton Boot (Dark Grey)$180.00$ -
Wolverine No.1883 Men’s Mayall Boot (Dark Grey)$$ -
Wolverine No.1883 Men’s Mayall Boot (Sun)$$ -
Wolverine No.1883 Men’s Seger Boot (Black)$$ -
Wolverine No.1883 Men’s Seger Boot (Brown)$$
