Men's Boots
Men's Boots
Men's Boots
-27%
Vance Co.
Vance Mens Stratton Medium and Wide Width Plain Toe Casual Chukka Boot Black
$79.99
$109.99
ShopSimon
-33%
Dockers
Mens Franco Fusion 2.0 Casual Sneaker Gray
$59.99
$90.00
ShopSimon
-33%
Dockers
Mens Easedale Dress Casual Lace Up Oxford Shoe Black
$59.99
$90.00
ShopSimon
-41%
Dockers
Mens Thames Casual Lace Up Moc Toe Boot Black
$49.98
$85.00
ShopSimon
-50%
Balmain
Leather Shoes, Mens, Black
$669.50
$1,339.00
Vitkac
-18%
Vance Co.
Vance Mens Rogue Round Toe Boot Black
$89.99
$109.99
ShopSimon
-18%
Wolverine
Mens Torrent Ankle Boots In Black Wool
$86.00
$105.00
ShopSimon
-34%
Ariat
Mens Krlmarsh Mid Rubber Waterproof Boot In Black
$114.00
$173.00
ShopSimon
-33%
Dockers
Mens Watkins Lightweight Lugged Casual Shoe Black
$59.99
$90.00
ShopSimon
-29%
Dockers
Mens Walsh Lightweight Lugged Casual Shoe Black
$59.99
$85.00
ShopSimon
-37%
Vionic
Mens Chase Lace Up Chukka Boot In Black
$104.00
$164.00
ShopSimon
-26%
Dockers
Mens Davis Rugged Casual Chukka Boot Black
$69.99
$95.00
ShopSimon
-33%
Dockers
Mens Cooper SupremeFlex Casual Oxford Shoe Black
$59.99
$90.00
ShopSimon
-31%
Florsheim
Mens Norwalk Plain Toe Chukka Boot In Black
$104.00
$150.00
ShopSimon
-26%
Dockers
Mens Esmond Dress Casual Lace Up Ankle Boot Gray
$69.99
$95.00
ShopSimon
-40%
Vance Co.
Franco Wide Width Plain Toe Chukka Boot Brown
$50.99
$84.99
ShopSimon
-30%
Vance Co.
Vance Cormac Medium and Wide Width Comfort Wingtip Oxford Dress Shoe Brown
$69.99
$99.99
ShopSimon
-30%
Vance Co.
Vance Alec Medium and Wide Width Cap-toe Oxford Dress Shoe Brown
$69.99
$99.99
ShopSimon
Vance Co.
Dalvin Boots Mens Brown Faux Leather Memory Foam Ankle ZPO3789
$119.99
ShopSimon
-32%
Sorel
Cheyanne II Waterproof Chipmunk / Black NM2575-224 Mens Brown
$102.00
$150.00
ShopSimon
-31%
Sorel
Mens 1964 Premium T Boot Brown
$111.00
$160.00
ShopSimon
-22%
Diba
Mens Train Track Leather Shoes In Brown
$108.00
$139.00
ShopSimon
-13%
Diba
Mens Corn Stalk Classic Chukka Boots In Camel Brown
$77.00
$89.00
ShopSimon
-45%
Bally
Montana 6302931 Mens Black Leather Knee-High Boots
$742.50
$1,350.00
ShopSimon
-50%
Hunter
M Play Mid Boot Black
$69.98
$140.00
ShopSimon
-26%
Dockers
Mens Thomas Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-18%
Vance Co.
Vance Mens Zeus Medium and Wide Width Moc Toe Boot Black
$89.99
$109.99
ShopSimon
-3%
Hi-Tec
Mens Excavator Waterproof Work Boots In Black
$76.00
$78.00
ShopSimon
-10%
Hi-Tec
Mens Excavator Waterproof Work Boots In Brown
$83.00
$92.00
ShopSimon
-18%
Vance Co.
Vance Mens Yukkon Medium and Wide Width Cap Toe Boot Black
$89.99
$109.99
ShopSimon
-39%
Vance Co.
Vance Austin Cap Toe Chukka Boot Black
$54.99
$89.99
ShopSimon
-28%
Flexi
Leather Lace-Up Boot In Black
$82.00
$114.00
ShopSimon
-14%
Carolina
Mens 7 Mud Jumper Slip On Rubber Boots In Black
$95.00
$110.00
ShopSimon
-55%
Vance Co.
Martin Plain Toe Derby Black
$49.99
$109.99
ShopSimon
-38%
Saint Morta
Chunky Boot Black SMCHUNKYBTSD-BLK Mens
$79.00
$128.00
ShopSimon
-18%
Dockers
Mens Truman Stain Defender Rugged Boot Brown
$69.99
$85.00
ShopSimon
-23%
TruClothing
Chukka Desert Lace Up Ankle Boots Brown
$74.99
$97.49
ShopSimon
-33%
Dockers
Mens Cooper SupremeFlex Casual Oxford Shoe Brown
$59.99
$90.00
ShopSimon
-63%
TERRITORY
Venture Water Resistant Moc Toe Lace-up Boot Gray
$69.99
$189.99
ShopSimon
-50%
Vance Co.
Harlan Wingtip Ankle Boot Brown
$49.99
$99.99
ShopSimon
-41%
Dockers
Mens Thames Casual Lace Up Moc Toe Boot Brown
$49.98
$85.00
ShopSimon
-35%
Justin
Canter 11 Square Toe Western Boot Brown SE7515 Mens
$91.00
$139.99
ShopSimon
-38%
Dockers
Mens Ransom Rugged Chelsea Boot Brown
$49.98
$80.00
ShopSimon
-13%
Diba
Mens Corn Stalk Classic Chukka Boots In Tan Leather Brown
$77.00
$89.00
ShopSimon
-39%
Wolverine
Mens Floorhand Work Romeo Boot In Dark Brown
$87.00
$143.00
ShopSimon
House of Cavani
Mens Tan Suede Lace Up Chukka Boots Brown
$118.99
ShopSimon
-27%
Vance Co.
Vance Mens Stratton Medium and Wide Width Plain Toe Casual Chukka Boot Brown
$79.99
$109.99
ShopSimon
-26%
Dockers
Mens Weston Lightweight Lugged Casual Boot Black
$69.99
$95.00
ShopSimon
-24%
Dockers
Mens Adrian Genuine Leather Dress Oxford Shoe Black
$79.99
$105.00
ShopSimon
-26%
Dockers
Mens Telford Stain Defender Rugged Boot Black
$69.99
$95.00
ShopSimon
-23%
TruClothing
Leather Ankle Boots With Buckle Brown
$81.24
$105.61
ShopSimon
-59%
TERRITORY
Grind Cap Toe Ankle Boot Black
$64.99
$159.99
ShopSimon
-59%
TERRITORY
Titan 2.0 Wide Width Cap Toe Ankle Boot Black
$64.99
$159.99
ShopSimon
-25%
Dockers
Mens Geyer Dress Run Off Oxford Shoe Black
$59.99
$80.00
ShopSimon
-23%
Diba
Mens Moon Dog Lace Up Boots In Brown
$115.00
$149.00
ShopSimon
-26%
Dockers
Mens Tobias Stain Defender Rugged Boot Brown
$69.99
$95.00
ShopSimon
-30%
Vance Co.
Vance Mens Barclay Medium and Wide Width Plain Toe Oxford Dress Shoe Brown
$69.99
$99.99
ShopSimon
-30%
Vance Co.
Vance Mens Barclay Medium and Wide Width Plain Toe Oxford Dress Shoe Brown
$69.99
$99.99
ShopSimon
-36%
Vance Co.
Vance Mens Killian Medium and Wide Width Plain Toe Casual Hybrid Dress Shoe Brown
$69.99
$109.99
ShopSimon
-59%
Bogs
Mens Shale Mid Composite Toe Esd Boots In Black
$76.00
$184.00
ShopSimon
-62%
Fluchos
Mens Terry Tie Boot In Black
$93.00
$245.00
ShopSimon
-23%
TruClothing
Lace Up Ankle Boots Brown
$75.00
$97.50
ShopSimon
-40%
Dr. Martens
Hardie II - Pit Quarter Black 27562001 Mens
$72.00
$120.00
ShopSimon
-45%
Bally
Chambery 6302937 Mens Cuero/Ebano Leather Knee-High Boot Brown
$742.50
$1,350.00
ShopSimon
-16%
Gold Toe
Mens Metropolitan Moisture Control OTC Socks (Pack of 6) Black
$42.94
$50.91
ShopSimon
Club Room
Clifton Mens Brown Moc Toe Memory Foam Ankle Boots ZPO3800
$69.90
ShopSimon
-23%
TruClothing
Wingtip Brogue Ankle Boots Leather Lined Chukka Dress Shoes Black
$93.15
$121.10
ShopSimon
-13%
Minnetonka
MenS Torrey Suede Chukka Boots In Charcoal Pink
$78.00
$90.00
ShopSimon
-26%
Dockers
Mens Davis Rugged Casual Chukka Boot Brown
$69.99
$95.00
ShopSimon
-18%
Vance Co.
Vance Mens Yukkon Medium and Wide Width Cap Toe Boot Brown
$89.99
$109.99
ShopSimon
-25%
Dockers
Mens Geyer Dress Run Off Oxford Shoe Brown
$59.99
$80.00
ShopSimon
-63%
TERRITORY
Venture Water Resistant Moc Toe Lace-up Boot Black
$69.99
$189.99
ShopSimon
-57%
TERRITORY
Mens Axel Ankle Boot Black
$64.99
$149.99
ShopSimon
-41%
Shoe The Bear
Mens Kip Apron Boots In Tan Brown
$114.00
$194.00
ShopSimon
-59%
Thomas & Vine
Radcliff Wide Width Woven Wingtip Derby Brown
$64.99
$159.99
ShopSimon
-60%
TERRITORY
Mens Bridger Ankle Boot Black
$59.99
$149.99
ShopSimon
-39%
Vance Co.
Vance Austin Cap Toe Chukka Boot Brown
$54.99
$89.99
ShopSimon
-57%
TERRITORY
Mens Axel Wide Width Ankle Boot Brown
$64.99
$149.99
ShopSimon
-27%
Clarks
BUSHACRE 2 in Brown Leather Gray
$79.99
$110.00
ShopSimon
-5%
Sperry Top-Sider
Mens Avenue Duck Synth Boot In Black
$104.00
$110.00
ShopSimon
-40%
Vance Co.
Vance Franco Plain Toe Chukka Boot Brown
$50.99
$84.99
ShopSimon
-18%
Dockers
Mens Truman Stain Defender Rugged Boot Brown
$69.99
$85.00
ShopSimon
House of Cavani
Mens Navy Suede Lace Up Chukka Boots Blue
$118.99
ShopSimon
-49%
Hunter
Hmorford Boot Black
$99.98
$195.00
ShopSimon
-32%
Xti
Mens Casual Ankle Boots In Black
$91.00
$133.00
ShopSimon
-33%
Dockers
Mens Easedale Dress Casual Lace Up Oxford Shoe Brown
$59.99
$90.00
ShopSimon
-48%
UGG
Classic Mini Mod Black 1158231-BLK Mens
$104.00
$200.00
ShopSimon
-19%
Sperry Top-Sider
Mens Avenue Duck Boot In Tan/brown
$82.00
$101.00
ShopSimon
-25%
Ecco
Mens Vitrus Wing Tip Tie Oxford In Grey Brown
$232.00
$311.00
ShopSimon
This season’s trends
- Women's Cinq à Sept blazers
- Women's long blazers
- Versace scarves
- Polo neck sweaters for men
- Cashmere cardigans for men
- Women's Alexander McQueen blazers
- Women's Dolce & Gabbana women's suits
- Dressing gowns for men
- Women's Giorgio Armani women's suits
- Women's Alexander McQueen women's suits
- HUGO BOSS winter jackets
- Wool scarves for men
- White winter coats
- Women's Saint Laurent women's suits
- Prada winter shoes
- Winter coats for women
- Pea coats for men
- Lace-up boots for women (elegant)
- Cashmere scarves for men
- Blue Burberry scarves
- Track suits for men
- Pea coats for women
- Women's Calvin Klein women's suits
- Michael Kors winter shoes for women
- Skechers winter shoes for women
- Cashmere sweaters for men
- Duffle coats for men
- Prada scarves
- Women's Ralph Lauren women's suits
- Gucci scarves for men
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