Men's Casual Boots
Men's Casual Boots
Men's Casual Boots
-13%
Drew
Mens Buffalo Boot In Rust Brown
$165.00
$189.00
ShopSimon
-23%
Panama Jack
Panama Jack Bota C1 - Mens Chukka Leather Ankle Boots Brown
$192.50
$250.25
ShopSimon
-11%
Panama Jack
Panama Jack 03 C52 Mens Brown Boots Waterproof Leather Laces Hiking Ankle Chukka
$212.99
$239.99
ShopSimon
-11%
Panama Jack
Panama Jack 03 C8 Mens Brown Boots Waterproof Leather Laces Hiking Ankle Chukka
$212.99
$239.99
ShopSimon
-9%
Panama Jack
Panama Jack C1 Mens Tan Boot Waterproof Havana Joe Lace Up Chukka Ankle Boots Brown
$199.99
$219.99
ShopSimon
House of Cavani
Mens Tan Suede Lace Up Chukka Boots Brown
$118.99
ShopSimon
-13%
Carolina
Mens Cancellor 6 Waterproof Work Boots In Brown
$161.00
$184.00
ShopSimon
-26%
Dockers
Mens Dylan Rugged Casual Chelsea Boot Black
$69.99
$95.00
ShopSimon
Windsor Smith
Brown Leather Casual Desert Boots - Sebastien
$167.99
ShopSimon
-33%
Carolina
Mens Bruno 6 Sd Carbon Comp Toe Waterproof Work Boot - Wide In Dark Brown
$253.00
$380.00
ShopSimon
-10%
Tony Lama
Mens Landgrab Western Boot In Tan Brown
$255.00
$283.00
ShopSimon
-21%
Justin Boots
Canter Mens Brown Leather Square Toe Pull On Western GAL2186
$158.05
$200.00
ShopSimon
-29%
Danner
Mens Pronghorn 400G Boot In Realtree Xtra Brown
$200.00
$280.00
ShopSimon
-2%
Double-H Boots
MenS Outlook Boot - Wide In Brown
$205.00
$210.00
ShopSimon
-7%
Double-H Boots
MenS Phantom Rider Square Soft Toe Roper Boots - Wide In Thomas Brown
$187.00
$200.00
ShopSimon
-23%
Red Wing Shoes
Mens Logger Boot In Brown
$249.00
$322.00
ShopSimon
-25%
Vince Camuto
Mens Vince Camuto Bendmore Boots Brown Leather Round Toe Side Zip JOBB1754
$179.00
$240.00
ShopSimon
-47%
Georgia Boot
Steel Toe Waterproof 400G Insulated Logger Work Boot In Brown
$183.00
$345.00
ShopSimon
-16%
Grinders
Mens Black Leather Cowboy Boots-Route 66 Brown
$225.99
$269.99
ShopSimon
-34%
Vince Camuto
Mens Bendmore Boots - Medium In Bourbon Brown
$122.00
$184.00
ShopSimon
-26%
Georgia Boot
Mens Carbo-Tec Elite Waterproof Western Boot - Wide Width In Brown
$222.00
$299.00
ShopSimon
-34%
Vince Camuto
Mens Tadesse Boots In Brown
$122.00
$184.00
ShopSimon
-26%
Ariat
Mens Sport My Country Venttek Western Boots In Faithful Brown
$222.00
$299.00
ShopSimon
-53%
Donald J Pliner
Joplin Soft Tumble Leather Boot Brown
$152.98
$325.00
ShopSimon
-20%
Sperry Top-Sider
Mens Brewster Plaid Collar Waterproof Duck Ankle Rubber Boots In Multicolor Brown
$163.00
$205.00
ShopSimon
-9%
Panama Jack
Panama Jack C10 Mens Brown Boot Waterproof Havana Joe Lace Up Chukka Ankle Boots
$199.99
$219.99
ShopSimon
-12%
Carolina
Mens Bruno Hi Broad Toe 8 Work Boots In Brown
$157.00
$178.00
ShopSimon
-8%
Double-H Boots
Mens Rockdale Boots - Medium In Dark Brown
$239.00
$260.00
ShopSimon
-23%
Panama Jack
Glasgow GTX C2 - Mens Brown Leather Lace Up Ankle Boots
$228.15
$296.60
ShopSimon
-23%
Panama Jack
Panama Jack Panama 03 C8 - Mens Leather Ankle Boots Brown
$205.00
$266.50
ShopSimon
-11%
Carolina
Mens Subframe 6 Composite Toe Work Boots In Brown
$142.00
$160.00
ShopSimon
-8%
Double-H Boots
Mens Rockdale Boots - Wide In Ee/wide Brown
$239.00
$260.00
ShopSimon
-45%
Donald J Pliner
Mens Allister Boots In Calf Tan Brown
$231.00
$421.00
ShopSimon
-14%
Panama Jack
Panama Jack 03 C1 Mens Boots Tan Waterproof Leather Lace Up Hiking Ankle Chukka Brown
$205.99
$239.99
ShopSimon
-21%
Double-H Boots
Mens Zenon Phantom Rider Composite Toe Waterproof Work Boot - Medium In Brown
$175.00
$222.00
ShopSimon
-25%
Rockport
Mens Rockport Caspe Boots US 8.5 Dark Natural Leather Round Toe Ankle KHD1398 Brown
$120.00
$160.00
ShopSimon
-50%
Clarks
Bradley Mid in Black Leather
$49.99
$100.00
ShopSimon
-17%
Ariat
Men Big Rig Chelsea Comp-Toe Work Boot - Extra Wide In Iron Coffee Brown
$183.00
$220.00
ShopSimon
-23%
Red Wing Shoes
Mens Logger Max Mens 9 Insulated Waterproof Soft Toe Boot In Brown
$317.00
$414.00
ShopSimon
-50%
Donald J Pliner
Seya Suede Boot Brown
$161.99
$325.00
ShopSimon
-50%
Donald J Pliner
Kingston Tumbled Leather Boot Brown
$161.99
$325.00
ShopSimon
-32%
Rocky
Mens Outback Gore-Tex Waterproof Steel Toe Work Boot - Wide Width In Brown
$150.00
$219.00
ShopSimon
-23%
Georgia Boot
Mens Comfort Core Logger Waterproof Work Boot In Brown
$356.00
$460.00
ShopSimon
-4%
Panama Jack
Panama Jack Mens Amur GTX C32 Khaki Waterproof Leather Ankle Boots Brown
$250.00
$259.99
ShopSimon
-25%
Panama Jack
Panama Jacks Mens Brown Leather Glasgow Igloo C1 Boots
$164.99
$218.99
ShopSimon
UGG
Mens UGG Australia Eaglin Stout Brown Boots 1003350-STT
$210.00
ShopSimon
-23%
Panama Jack
P03 Aviator - Mens Black Leather Ankle Boots
$255.15
$331.70
ShopSimon
-13%
Dingo
Mens Trail Boss Boots - Medium In Tan Brown
$174.00
$200.00
ShopSimon
-29%
Maison Margiela
trunk Ankle Boots Black
$596.00
$842.00
Italist
-32%
Wolverine
Mens Raider Durashocks Waterproof Carbonmax Wellington Boot - Extra Width In Peanut Brown
$210.00
$311.00
ShopSimon
-23%
Nunn Bush
Mens Nunn Bush 1912 Boot Brown Leather Plain Toe Ankle Combat Boot GAL1978
$114.99
$150.00
ShopSimon
-29%
Wolverine
Mens Raider Durashocks Heavy Duty Carbonmax 6 Boot In Brown
$185.00
$260.00
ShopSimon
-23%
Wolverine
Mens Hellcat Well Waterproof Composite Toe Work Boot Brown
$154.00
$201.00
ShopSimon
-24%
Wolverine
Mens Raider Durashocks Waterproof Work Boots - Wide In Brown
$174.00
$230.00
ShopSimon
-51%
Dune London
Cayden Leather Boot Brown
$116.99
$240.00
ShopSimon
-8%
UGG
Adirondack Boot XXV Chestnut 1170770-CHE Mens Brown
$250.00
$272.00
ShopSimon
-51%
Dune London
Cayden Leather Boot Brown
$116.99
$240.00
ShopSimon
-45%
Laredo
Mens Peanut Lizard Western Boots Brown
$123.00
$225.00
ShopSimon
-28%
Double-H Boots
Mens Dylan Brown Ice Work Western Boots
$217.00
$300.00
ShopSimon
-65%
Philipp Plein
Nabuk Low Flat Boots Beige
$301.00
$860.00
ShopSimon
-23%
Panama Jack
Fedro C10 - Mens Brown Waterproof Leather Biker Boots
$248.40
$322.92
ShopSimon
-23%
Panama Jack
Glasgow Igloo C1 - Mens Brown Leather Ankle Boots
$228.15
$296.60
ShopSimon
-24%
Red Wing Shoes
Mens Waterproof Safety Toe Metguard Boot In Brown
$351.00
$460.00
ShopSimon
-35%
Dr. Martens
Mens 1460 Lace Boot In Aztec Brown Crazy Horse
$128.00
$196.00
ShopSimon
-20%
Laredo
Nico Mens Brown Leather Square Toe Mid-Calf Cowboy Boots ZOGG2072
$159.95
$200.00
ShopSimon
-60%
Giuseppe Zanotti
Jaky Brown
$420.00
$1,050.00
ShopSimon
-67%
Tod's
TodS Flannel & Suede Boot Gray
$173.99
$525.00
GILT
-56%
Infinity Leather
Mens Tan Premium Desert Style Suede Chukka Boots
$87.99
$200.00
ShopSimon
-33%
-23%
Dsquared2
Boots Black
$617.00
$805.00
THEBS
-20%
Rieker
Mens Ronny 34 Boots In Farbe Brown
$120.00
$150.00
ShopSimon
-59%
TERRITORY
Dunes Water Resistant Lace-up Ankle Boot
$69.99
$169.99
ShopSimon
-55%
Donald J Pliner
Kingston Suede Boot Brown
$145.99
$325.00
ShopSimon
-26%
Dunham
Mens 8000Works 8 400G Insulated Boot - Medium Width In Brown
$187.00
$253.00
ShopSimon
-32%
Maison Margiela
Canvas Leather Lace Up Espadrille Boots Beige
$260.00
$380.00
ShopSimon
-38%
Johnston & Murphy
Mens Hodges Chukka Shoe
$79.99
$129.90
ShopSimon
-8%
Timberland
Mens Attleboro Mid Lace-Up Chukka Boot Brown
$119.99
$130.00
ShopSimon
-24%
Frye
Mens Frye Supply US 9 Brown Leather Waterproof Round Toe Work Boots KHD1956
$167.99
$220.00
ShopSimon
-21%
Pajar
Mens Edmund Corsica Lace Up Insulated Boots In Dark Brown
$127.00
$160.00
ShopSimon
-50%
Vance Co.
Vance Mens Rogue Round Toe Boot
$55.00
$109.99
ShopSimon
-30%
UGG
Mens UGG Australia Eaglin Stout Black Boots 1003350-BLK
$210.00
$300.00
ShopSimon
-25%
Ferragamo
Ankle boots Black
$985.00
$1,313.00
Yoox.com
-7%
Timberland
Mens Attleboro Mid Lace-Up Chukka Boot Brown
$129.99
$140.00
ShopSimon
This season’s trends
- Dolce & Gabbana sandals
- Ecco sandals
- Gray Nike shorts
- Straw hats for men
- Prada sandals for women
- Swim trunks for women
- Moschino sandals
- Gucci shorts for men
- Gucci sandals
- Linen shirts for men
- Dr. Martens sandals
- Nike summer shoes for women
- Skechers summer shoes for women
- Clarks summer shoes for women
- HUGO BOSS sandals
- Cargo shorts for women
- Nike summer shoes for men
- Off-white sandals
- Skechers sandals
- Skechers sandals for women
- Lee shorts for women
- Amiri shorts
- Clarks sandals for women
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