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Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
ShopSimon (formerly Shop Premium Outlets) Ankle Boots
-23%
Kork-ease
Womens Kalista Leather Ankle Boot In Tan Brown
$222.00
$288.00
ShopSimon
-16%
Rag & Bone
Rag & Bone leather round toe chunky stacked heel western ankle boot Gray
$261.00
$310.50
ShopSimon
-31%
Eric Michael
Womens Mariska Mid Calf Boots In Brown
$180.00
$260.00
ShopSimon
-23%
Eric Michael
Womens Mariska Mid-Calf Boot In Brown
$258.00
$334.00
ShopSimon
-23%
Eric Michael
Womens Jocelyn Ankle Bootie In Brown
$244.00
$315.00
ShopSimon
-40%
Lucky Brand
Mens Webb Chukka Boot
$53.40
$89.00
ShopSimon
-29%
Dearfoams
Fireside by Dearfoams Womens Kingston Genuine Shearling Platform Bootie
$96.00
$136.00
ShopSimon
-26%
Aerosoles
Womens Aerosoles Stewart Boots Tan Suede Round Toe Ankle Bootie JOBB211 Brown
$140.00
$190.00
ShopSimon
-29%
Dearfoams
Fireside by Dearfoams Womens Kingston Genuine Shearling Platform Bootie
$96.00
$136.00
ShopSimon
-29%
Dearfoams
Fireside by Dearfoams Womens Kingston Genuine Shearling Platform Bootie
$96.00
$136.00
ShopSimon
-29%
Dearfoams
Fireside by Dearfoams Womens Kingston Genuine Shearling Platform Bootie
$96.00
$136.00
ShopSimon
-29%
Dearfoams
Fireside by Dearfoams Womens Kingston Genuine Shearling Platform Bootie
$96.00
$136.00
ShopSimon
-29%
Dearfoams
Fireside by Dearfoams Womens Kingston Genuine Shearling Platform Bootie
$96.00
$136.00
ShopSimon
-61%
Acne Studios
Cypress Con Ankle Boots in Brown Leather
$268.00
$683.00
ShopSimon
-27%
Lucky Brand
QuinIee Ankle Bootie Henna LK-QUINLEE-240 Womens Brown
$102.00
$139.00
ShopSimon
-38%
Paul Green
Womens Sydney Buckle Bootie In Toffee Suede Brown
$311.00
$499.00
ShopSimon
-48%
Eric Michael
Women Trento Waterproof Chelsea Boot In Brown
$101.00
$196.00
ShopSimon
-49%
Cole Haan
Norella Suede Bootie Brown
$99.98
$195.00
ShopSimon
-24%
Cole Haan
Womens Cole Haan River W26414 Boots Tan Leather Ankle Chelsea Bootie JOBB1367 Brown
$190.81
$250.00
ShopSimon
-22%
Lauren Ralph Lauren
Marianna Boots Womens Brown Block Heel Bootie Lion910
$195.00
$250.00
ShopSimon
-23%
Kork-ease
Womens Aime Boots In Rust Brown
$283.00
$366.00
ShopSimon
-73%
Sergio Rossi
Block Heel Ankle Boots in Black Leather
$278.00
$1,031.00
ShopSimon
-24%
Eric Michael
Womens Melissa Boot In Brown
$166.00
$219.00
ShopSimon
-22%
Lauren Ralph Lauren
Willa P2833152 Boots Womens Tan Leather Bootie LION112 Brown
$148.75
$190.00
ShopSimon
-22%
Lucky Brand
Claral Boots Womens Pesca Leather Block Heel Booties LION782 Brown
$101.15
$130.00
ShopSimon
-57%
Gabor
Gabor Suede Chukka Boot Brown
$116.98
$275.00
ShopSimon
-15%
Acne Studios
Jensen suede geometric gusset boots Gray
$331.00
$390.00
ShopSimon
-72%
Fratelli Rossetti
Metallic Open Toe Pointed Boots in Black Leather
$188.00
$670.00
ShopSimon
-26%
Aerosoles
Womens Aerosoles Brandi Boots Brown Snakeskin Wedge Heel Bootie JOBB1363
$221.14
$300.00
ShopSimon
-6%
Corkys Footwear
Womens Quiver Cuffed Boot In Brown Oiled
$73.00
$78.00
ShopSimon
-6%
Corkys Footwear
Womens Gimme Sugar Ankle Booties In Black Oil Pu
$73.00
$78.00
ShopSimon
-6%
Corkys Footwear
Womens Gimme Sugar Ankle Booties In Tan Oil Pu
$73.00
$78.00
ShopSimon
-60%
Vince
Arabel Suede Short Boot Brown
$158.98
$395.00
ShopSimon
BCBGeneration
Pella Boot Suger Almond GN237121 Womens Brown
$139.00
ShopSimon
-32%
COMFORTIVA
Rebeca Suede Boot
$79.98
$117.95
ShopSimon
-39%
Eric Michael
Womens Alexis Boots In Brown Suede
$133.00
$219.00
ShopSimon
-22%
Marc Fisher
Alva Leopard Print Calf Hair Booties In Tan Brown
$143.00
$184.00
ShopSimon
-50%
L.k. Bennett
Arabella Ankle Boots Brown
$325.00
$650.00
ShopSimon
-53%
Clarks
Chamberly Trim in Brown Leather
$69.99
$150.00
ShopSimon
-16%
Hälsa Footwear
Womens Michelle Leather Bootie In Dark Mustard Brown
$137.00
$164.00
ShopSimon
-14%
Guess
Womens Guess Danca Boots Brown Faux Leather Ankle Platform Bootie LION1039
$129.00
$150.00
ShopSimon
-10%
Free People
New Frontier Western Boots In Camel Brown
$142.00
$158.00
ShopSimon
-21%
Lucky Brand
Beylon Boots Womens Brown Leather Cutout Chelsea LION45
$118.15
$150.00
ShopSimon
-15%
Naked Feet
Womens Avail Wedge Bootie In Brown
$100.00
$118.00
ShopSimon
-20%
Lauren Ralph Lauren
Marianna Boots Womens Brown Suede Ankle Bootie LION161
$191.25
$240.00
ShopSimon
-26%
Eric Michael
Womens Palma Ankle Boots In Brown Combo
$312.00
$421.00
ShopSimon
-26%
Eric Michael
Womens Jasper Ankle Boot In Brown Leather
$271.00
$366.00
ShopSimon
-26%
Eric Michael
Womens Karen Ankle Boot In Brown
$271.00
$366.00
ShopSimon
-26%
Eric Michael
Womens Buffalo Moto Boots In Metallic Gold Brown
$312.00
$421.00
ShopSimon
-39%
Laura Vita
Emcmao-45 Brown Floral Womens Gothic Victorian Leather Ankle Heeled Boots
$181.99
$300.00
ShopSimon
-26%
Lucky Brand
Womens Lucky Brand Zemlin Boots Dune Leather Side Zip Wedge Bootie JOBB1139 Brown
$129.00
$175.00
ShopSimon
-57%
Acne Studios
Jensen Ankle Boots in Black Suede
$229.00
$527.00
ShopSimon
-26%
Eric Michael
Womens Sparta Moto Boots In Brown Leather
$312.00
$421.00
ShopSimon
-22%
Lucky Brand
Bollo Boots Womens Brown Leather Cut Out Ankle Bootie LION137
$109.65
$140.00
ShopSimon
-46%
bernie mev.
Womens Fx Venus Boots In Nude Leopard Black
$47.00
$87.00
ShopSimon
-73%
Aquazzura
Boogie Cowboy Ankle Boots in Brown Suede
$284.00
$1,064.00
ShopSimon
-52%
Vince
Elora Suede Boot Brown
$189.98
$398.00
ShopSimon
-23%
Vionic
Womens Hazal Side Zip Wedge Bootie In Stone White
$157.00
$205.00
ShopSimon
-76%
Sergio Rossi
Buckled Strap Ankle Boots in Brown Suede
$211.00
$882.00
ShopSimon
-26%
Lucky Brand
Womens Lucky Brand Chameli Boots Brown Suede Round Toe Bootie JOBB1114
$129.00
$175.00
ShopSimon
-74%
Sergio Rossi
Low Heel Ankle Boots in Brown Suede
$262.00
$1,020.00
ShopSimon
-38%
Aquatalia
Womens Fawn Leather Snakeskin Lace Up Boots In Caramel Brown
$404.00
$650.00
ShopSimon
-56%
FLY London
Yofi Suede Boot Gray
$124.98
$285.00
ShopSimon
-20%
Lauren Ralph Lauren
Marianna Boots Womens Brown Suede Ankle Bootie LION333
$191.25
$240.00
ShopSimon
-26%
Eric Michael
Womens Berlin Ankle Boot In Suede Brown
$244.00
$329.00
ShopSimon
-21%
Lauren Ralph Lauren
Marianna Boots Women Brown Suede Block Heel Bootie LION285
$165.75
$210.00
ShopSimon
-29%
Corkys Footwear
Womens Bussin Boot In Clear Rhinestone
$92.00
$130.00
ShopSimon
-23%
Naked Feet
Chelsea Boot In Beige Brown
$140.00
$182.00
ShopSimon
-26%
FLY London
Womens Round Toe Boots In Dark Gold
$215.00
$290.00
ShopSimon
-26%
Eric Michael
Womens Freya Ankle Boots In Black
$271.00
$366.00
ShopSimon
-8%
Levi's
Polyester Mens Boot Brown
$233.00
$254.00
ShopSimon
-11%
Corkys Footwear
Womens Vanish Bootie In Small Leopard
$67.00
$75.00
ShopSimon
-45%
Bally
Bernina 6302970 Womens Camel Leather Boots Brown
$371.25
$675.00
ShopSimon
-79%
La Canadienne
Jesse Suede Boot Brown
$109.98
$535.00
ShopSimon
-75%
Aquatalia
Aquatalia Bellina Weatherproof Suede Boot Brown
$123.74
$495.00
ShopSimon
New Rock
Grey Leather Pointed Cowboy Boots- WSTM004-S2 White
$259.99
ShopSimon
-41%
COMFORTIVA
Hartwick Suede Boot
$79.98
$135.95
ShopSimon
-23%
Born
Womens Moraga Boots In Brown
$133.00
$173.00
ShopSimon
-24%
-26%
Naot
Womens Helm Boots In Black Suede
$187.00
$253.00
ShopSimon
-25%
Vionic
Womens Belmont Ankle Boots In Dark Brown
$120.00
$160.00
ShopSimon
-20%
Lauren Ralph Lauren
Marianna Boots Womens Brown Suede Ankle Bootie LION152
$191.25
$240.00
ShopSimon
-20%
Lauren Ralph Lauren
Marianna Boots Womens Brown Suede Ankle Bootie LION154
$191.25
$240.00
ShopSimon
-26%
Charles by Charles David
Turmoil Boots Wo Brown Block Heel Bootie JOBB139
$129.00
$175.00
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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