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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
-60%
Australia Luxe
Cosy Ultra Short Suede Boot Pink
$77.99
$195.00
ShopSimon
-4%
Andrea
Womens Fashion Booties In Black
$95.00
$99.00
ShopSimon
-11%
London Rag
tintin square toe ankle heeled boots Black
$89.00
$99.99
ShopSimon
-13%
London Rag
foxy faux leather croc chelsea boots Black
$69.99
$79.99
ShopSimon
-4%
Andrea
Womens Low Heel Booties In Black
$95.00
$99.00
ShopSimon
-29%
Andrea
Low Heel Booties Black
$67.60
$95.00
ShopSimon
-2%
Andrea
Womens Wedge Leather Booties In Black
$87.00
$89.00
ShopSimon
-26%
Andrea
Fashion Boots With Side Zipper Black
$65.00
$88.00
ShopSimon
-29%
Andrea
Womens Leather Versatile Booties In Black
$77.00
$108.00
ShopSimon
-35%
Andrea
Womens Foldover Fashion Boots 88362 Black
$66.55
$102.40
ShopSimon
-36%
Xti
Womens Ankle Booties Refresh Collection By XTI Black
$81.95
$128.19
ShopSimon
-35%
Andrea
Womens Pointed Toe Western Booties 90707 Black
$62.40
$96.00
ShopSimon
-9%
London Rag
medusa knitted block heel ankle boots Black
$76.49
$83.99
ShopSimon
-29%
Andrea
Womens Fashion Boots With Side Zipper In Black
$86.00
$121.00
ShopSimon
-26%
London Rag
yacht winter basic ankle boots Black
$66.99
$89.99
ShopSimon
-23%
London Rag
desire suede back panel high ankle boots Black
$69.00
$89.99
ShopSimon
-1%
Andrea
Womens Belt Buckle Booties In Black
$77.00
$78.00
ShopSimon
-27%
Andrea
Womens Comfortech Textile Boots In Black
$69.00
$95.00
ShopSimon
-50%
Easy Spirit
Womens Easy Spirit Fedra Black Leather SEFEDRA
$69.00
$139.00
ShopSimon
-31%
Matisse Footwear
Womens Caty Ankle Boots In Ivory Mini Leopard Beige
$158.00
$230.00
ShopSimon
-7%
Corkys Footwear
Womens Quittin Time Boots In Black
$71.00
$76.00
ShopSimon
-7%
Corkys Footwear
Womens Crisp Slip-On Sueded Ankle Booties In Leopard Black
$70.00
$75.00
ShopSimon
-9%
Corkys Footwear
Womens Spooktacular Chunky Bootie In Black Suede
$73.00
$80.00
ShopSimon
-16%
Corkys Footwear
Girls Night Boot In Black
$63.00
$75.00
ShopSimon
-12%
Corkys Footwear
Womens Doohickey Boots In Black
$68.00
$77.00
ShopSimon
-67%
Franco Sarto
L-Saydie Leather Bootie Black
$62.98
$190.00
ShopSimon
-5%
Mi.iM
Womens Layla Rhinestone Fringe Bootie In White
$76.00
$80.00
ShopSimon
-33%
Corkys Footwear
Womens Goodness Gracious Boots In Black
$54.00
$80.00
ShopSimon
-61%
FLY London
Daik Leather Boot Beige
$109.98
$285.00
ShopSimon
-13%
Corkys Footwear
Womens Felicia Suede Boot In Black
$70.00
$80.00
ShopSimon
-24%
Chocolat Blu
Women Gabby Sandal In Tan Suede Beige
$158.00
$207.00
ShopSimon
-36%
Xti
Womens Casual Booties By XTI Black
$82.95
$129.00
ShopSimon
-60%
Free People
Wandering Western Leather Boot Black
$79.98
$198.00
ShopSimon
-38%
COMFORTIVA
Hollis Suede Boot Black
$79.98
$129.95
ShopSimon
-56%
Infinity Leather
Mens Bown Suede Chelsea Boots Real Leather Lined Slip-On Black
$87.99
$200.00
ShopSimon
-50%
COMFORTIVA
Rawnie Suede Boot Black
$69.98
$139.95
ShopSimon
-23%
TruClothing
Slip On Suede Leather Lined Chelsea Ankle Shoes Black
$75.00
$97.50
ShopSimon
-67%
Rebecca Minkoff
Tabithaml Leather Bootie Black
$92.98
$278.00
ShopSimon
-55%
Eileen Fisher
Womens Bayo Earth Booties In Earth Tumbled Nubuck Beige
$119.00
$265.00
ShopSimon
-1%
Muk Luks
Womens Yellowstone Yardley Boots In Black Snake
$69.00
$70.00
ShopSimon
-23%
Bearpaw
Krista Black 2025W-011 Womens
$77.00
$99.99
ShopSimon
-5%
Chooka
Womens Lenox Cold Weather Boot In Tan Beige
$105.00
$110.00
ShopSimon
-13%
Cushionaire
Womens James Lace Up Boot In Black Faux Suede
$77.00
$89.00
ShopSimon
-6%
Cushionaire
Womens Barbie Kitten Heel Bootie In Black
$72.00
$77.00
ShopSimon
-65%
Thomas & Vine
Jaylon Cap Toe Chelsea Boot Black
$59.99
$169.99
ShopSimon
-13%
Billini
Womens Ainsley Ankle Stiletto Boots In Black
$82.00
$94.00
ShopSimon
-27%
Chinese Laundry
Womens Chinese Laundry 42 Gold Boots Natural Leather Ankle Bootie JOBB1110 Beige
$160.00
$220.00
ShopSimon
-22%
Yellow Box
Womens Maora Heeled Boot In Black
$74.00
$95.00
ShopSimon
-63%
Marc Fisher
Masina Heeled Bootie In Medium Natural Beige
$109.00
$297.00
ShopSimon
-60%
Farylrobin
Womens Faryl by Farylrobin Carrie Boots Black Leather Heeled Bootie JOBB1795
$60.00
$149.99
ShopSimon
-11%
Mia Shoes
Womens Magdalena Boot In Black
$79.00
$89.00
ShopSimon
-62%
Free People
Wisteria Mesh & Leather Boot Black
$75.98
$198.00
ShopSimon
-32%
Yellow Box
Womens Arten Wedge Ankle Boot In Black
$61.00
$90.00
ShopSimon
-38%
Renato Garini
Womens High Wedge Slip On Bootie In Black/gold
$84.00
$135.00
ShopSimon
-58%
Proenza Schouler
Suede & Shearling Boot Beige
$413.99
$995.00
ShopSimon
-28%
Aetrex
Womens Scarlett Fuzzy Boot In Honey Brown
$162.00
$224.00
ShopSimon
-21%
Scotch & Soda
Womens Heel Crisscross Deco Ankle Booties In Black
$45.00
$57.00
ShopSimon
-19%
Corkys Footwear
Womens Shine Bright Rhinestone Ankle Bootie In Gold
$100.00
$124.00
ShopSimon
-46%
Clarks
Lileigh Charm in Black Leather
$69.99
$130.00
ShopSimon
-59%
Franco Sarto
Gavi Leather Bootie Black
$69.98
$170.00
ShopSimon
-15%
42 Gold
Womens Miley Block Heel Boots In Beige
$125.00
$147.00
ShopSimon
-28%
Bernardo
Womens Nicola Platform Boots In Beige
$249.00
$348.00
ShopSimon
-62%
Franco Sarto
L-Kian Leather Bootie Black
$75.98
$200.00
ShopSimon
-26%
Ross & Snow
Emilina Weatherproof Shearling Moto Boot In Blush Camo Beige
$337.00
$455.00
ShopSimon
-52%
Australia Luxe
Cosy Ultra Short Boot White
$86.98
$180.00
ShopSimon
-65%
Seychelles
Eagle Rock Leather Boot White
$58.98
$169.00
ShopSimon
-50%
L.k. Bennett
Margaux Ankle Boots Beige
$325.00
$650.00
ShopSimon
-30%
French Connection
Womens Wiley Combat Boot Black
$83.30
$119.00
ShopSimon
-73%
Marsèll
BROWN FUNGHETTO CALF/DEER LEATHER ANKLE BOOTS
$206.00
$770.00
ShopSimon
Easy Street
Becker Black 31-7721 Womens
$60.00
ShopSimon
-59%
Strive Footwear
Womens Bamford Ii Boots In Black
$74.00
$179.00
ShopSimon
-26%
Chinese Laundry
Womens Good Day Chelsea Rubber Lug Sole Boots In Black/olive
$90.00
$122.00
ShopSimon
-54%
Toms
Noa Black Suede Boot
$55.00
$120.00
ShopSimon
-31%
Rag & Bone
Womens Dart Suede Western Boots In Macadamia Beige
$284.00
$409.00
ShopSimon
-54%
Dune London
Pudded Leather Boot Black
$89.98
$195.00
ShopSimon
-54%
Dune London
Padri Leather Boot Black
$89.98
$195.00
ShopSimon
-26%
Toms
Womens Toms Constance Boots US 9 Black Suede Pull-On Ankle Block Heel FZP444
$95.96
$130.00
ShopSimon
-5%
Mia Amore
Womens Talya Bootie In Ivory White
$69.00
$73.00
ShopSimon
-54%
Dune London
Pandam Leather Boot Black
$75.98
$165.00
ShopSimon
-9%
My Tribe
Womens Lug Bootie Boots In Natural White
$64.00
$70.00
ShopSimon
-58%
Dune London
Pardy Suede Boot Black
$80.99
$195.00
ShopSimon
-54%
Dune London
Pasil Leather Boot Black
$89.98
$195.00
ShopSimon
-13%
Corkys Footwear
Womens Casanova Bootie In Ivory White
$54.00
$62.00
ShopSimon
-46%
Toms
Eliza Black Leather Boot
$65.00
$120.00
ShopSimon
-31%
Andrea
Chunky Boots Black
$57.85
$84.00
ShopSimon
-66%
Seychelles
Hold Me Down Suede Boot White
$60.98
$179.00
ShopSimon
Gianvito Rossi
Blue Denim Pointed Toe Ankle Length Boots
$369.00
ShopSimon
-55%
Fluchos
Womens Tierra D8901 Ankle Boots In Black
$93.00
$205.00
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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