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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
-76%
Alexandre Birman
Candance 40 Leather Bootie Black
$167.99
$695.00
ShopSimon
-63%
Stuart Weitzman
Sondra Sleek Leather Bootie Black
$217.98
$595.00
ShopSimon
-23%
Panama Jack
Trav B2 - Womens Black Side Zipped Leather Ankle Boots
$221.40
$287.82
ShopSimon
-34%
New Rock
Womens NEOPUNK001-C19 Black Gothic Heeled Punk Leather Ankle Boots
$329.99
$499.99
ShopSimon
-49%
Stuart Weitzman
Womens Maeve Zip Square-Toe Ankle-Boots In Black
$329.00
$650.00
ShopSimon
-61%
Paul Green
Womens Stacia Heel Suede Bootie In Black
$163.00
$419.00
ShopSimon
-57%
Homers
Womens Siena Sierra Boots In Black
$224.00
$523.00
ShopSimon
-25%
Ariat
Womens Dixon Studded Western Boots In Brooklyn Black
$173.00
$230.00
ShopSimon
-41%
Vaneli
Womens Holly Waterproof Ankle Boots In Black
$148.00
$250.00
ShopSimon
-29%
Free People
Womens Lola Bootie In White
$176.00
$248.00
ShopSimon
-56%
Nero Giardini
Womens Velvet Ankle Bootie In Milk White
$139.00
$319.00
ShopSimon
-66%
Isabel Marant
Deyan Leather Bootie Black
$393.98
$1,150.00
ShopSimon
-34%
Softwaves
Womens Leeza Coco Boot In White
$229.00
$345.00
ShopSimon
-74%
Sergio Rossi
Pilier Leather Boot White
$270.98
$1,045.00
ShopSimon
-59%
Arteana
Womens Brera 30Mm Boots In Black
$410.00
$990.00
ShopSimon
-42%
Sessun
Womens Gypqueen Boots In Milk Leather White
$283.00
$485.00
ShopSimon
-83%
Aquatalia
Aquatalia Leonora Waterproof Suede Bootie Gray
$82.99
$495.00
ShopSimon
-45%
Bally
Alan 6230181 Mens Black Goat Grained Leather Chelsea Boots
$398.75
$725.00
ShopSimon
-36%
Mia Shoes
Womens Kara Sweater Boot In Khaki Gray
$52.00
$81.00
ShopSimon
-41%
Munro
Womens Alfie Boots In Greige Gray
$68.00
$115.00
ShopSimon
-62%
COMFORTIVA
Rawnie Suede Boot Gray
$52.98
$139.95
ShopSimon
-45%
Bally
Denwer 6301868 Mens Black Laced Sneakers & Boots
$398.75
$725.00
ShopSimon
-46%
Chooka
Bellevue Chelsea Rainboot In Olive Gray
$58.00
$108.00
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Wide Width Harlowe Booties Gray
$74.99
$109.99
ShopSimon
-30%
Journee Collection
Womens Mylee Wide Width Bootie Gray
$59.99
$85.99
ShopSimon
-36%
Journee Collection
Womens Tru Comfort Foam Icelyn Booties Gray
$69.99
$109.99
ShopSimon
-36%
Journee Collection
Collection Womens Tru Comfort Foam Lusinda Booties Gray
$69.99
$109.99
ShopSimon
-38%
Journee Collection
Medium and Wide Width Womens Alara Chelsea Pull On Bootie Gray
$79.99
$129.99
ShopSimon
-50%
Journee Collection
Journee Womens Kit Dress Booties Gray
$54.00
$108.00
ShopSimon
-36%
Journee Collection
Medium and Wide Width Womens Cappri Booties Brown
$69.99
$109.99
ShopSimon
-42%
Journee Collection
Collection Womens Tru Comfort Foam Hayven Booties Gray
$69.99
$119.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Kayden Bootie Gray
$74.99
$109.99
ShopSimon
-30%
Journee Collection
Collection Womens Tru Comfort Foam Drip Rainboot Gray
$69.99
$99.99
ShopSimon
-24%
Journee Collection
Journee Womens Vivia Medium and Wide Width Stretch Dress Booties Gray
$64.99
$85.99
ShopSimon
-32%
Journee Collection
Collection Womens Tru Comfort Foam Harlowe Booties Gray
$74.99
$109.99
ShopSimon
-46%
Journee Collection
Womens Tru Comfort Foam Wrenley Booties Gray
$54.00
$99.99
ShopSimon
-32%
Journee Collection
Medium and Wide Width Womens Kelssa Bootie Gray
$74.99
$109.99
ShopSimon
-40%
Journee Collection
Collection Womens Mylee Bootie Gray
$59.99
$99.99
ShopSimon
-43%
Xti
Womens Ankle Boots In Taupe Brown
$64.00
$113.00
ShopSimon
-41%
Muk Luks
Womens Yellowstone Yardley Boots In Taupe Gray
$41.00
$69.00
ShopSimon
-39%
Cushionaire
Womens Russel Knit Ankle Boot In Taupe Gray
$85.00
$139.00
ShopSimon
-23%
Easy Spirit
Aerial Boots Womens Brown Leather Round Toe Ankle Bootie LION739
$92.65
$120.00
ShopSimon
-50%
Kork-ease
Womens Helene Lace Up Heel In Grey Brown
$68.00
$137.00
ShopSimon
-70%
Arche
Padaro Leather Boot Gray
$149.98
$495.00
ShopSimon
-64%
Ferragamo
Atlante Combat Boots - Extra Wide Width Blue
$524.99
$1,450.00
ShopSimon
-17%
Journee Collection
Collection Womens Tru Comfort Foam Audrina Bootie Gray
$74.99
$89.99
ShopSimon
-17%
Journee Collection
Collection Womens Tru Comfort Foam Audrina Bootie Gray
$74.99
$89.99
ShopSimon
-38%
Journee Collection
Collection Womens Tru Comfort Foam Cassidy Booties Gray
$74.99
$119.99
ShopSimon
-28%
Journee Collection
Collection Womens Tru Comfort Foam Cerise Bootie Gray
$64.99
$89.99
ShopSimon
-22%
Anne Klein
Moore Bootie Womens Sand Leather Block Heel Ankle Boots LION3 Gray
$109.65
$140.00
ShopSimon
-64%
Ferragamo
Ferragamo Nono Leather Bootie Black
$433.98
$1,190.00
ShopSimon
-29%
Journee Collection
Collection Womens Tru Comfort Foam Stelly Winter Boot Gray
$59.99
$84.99
ShopSimon
-24%
Journee Collection
Journee Womens Solarah Pull-on Ankle Bootie Gray
$64.99
$85.99
ShopSimon
-36%
Journee Collection
Journee Womens Tru Comfort Foam Tenlee Booties Gray
$69.99
$109.99
ShopSimon
-33%
Xti
Womens Suede Ankle Booties By XTI Gray
$85.95
$128.19
ShopSimon
-33%
Journee Collection
Collection Womens Tru Comfort Foam Jadde Bootie Gray
$79.99
$119.99
ShopSimon
-75%
Stuart Weitzman
Renegade Pointed-Toe Ankle Boots in Beige Leather
$151.00
$595.00
ShopSimon
-33%
Journee Collection
Womens Genuine Leather Bristol Round Toe Block Heel Chelsea Booties Gray
$99.99
$149.99
ShopSimon
-24%
Pierre Dumas
Womens Sparkle Step Rhinestone Ankle Boots In Taupe Gray
$52.00
$68.00
ShopSimon
-56%
Infinity Leather
Mens Bown Suede Chelsea Boots Real Leather Lined Slip-On Gray
$87.99
$200.00
ShopSimon
-68%
Naked Feet
Womens Xenus Ankle Boots In Mist Gray
$52.00
$163.00
ShopSimon
-48%
Guess
Siana Dark Gray GGSIANA-020 Womens
$46.00
$89.00
ShopSimon
-14%
Easy Street
Womens Easy Street Jalia Boots Black Braided Strap Ankle Bootie ZAP2142 Gray
$59.99
$70.00
ShopSimon
-60%
Clarks
Morzine Top in Grey Leather Gray
$59.99
$150.00
ShopSimon
-47%
Aerosoles
Zirah Ankle Boot Roccia ZIRAH-052 Womens Gray
$66.00
$125.00
ShopSimon
-58%
Vance Co.
Waylon Pull-on Chelsea Boot Gray
$49.99
$119.99
ShopSimon
-27%
Corkys Footwear
Womens Bar Hoppin Booties In Taupe Gray
$61.00
$84.00
ShopSimon
-25%
Xti
Womens Ankle Booties In Taupe Gray
$96.00
$128.00
ShopSimon
-21%
Bella Vita
Womens Bella Vita Bobbi Bootie Gray Zipper Block Heel Ankle Boots HAWK757
$55.00
$70.00
ShopSimon
-14%
Xti
Womens Booties In Taupe Gray
$86.00
$100.00
ShopSimon
-33%
Xti
Womens Booties By XTI Brown
$85.95
$128.00
ShopSimon
-39%
London Rag
Womens Spruce Motorcyle Heeled Boot In Tan Snakeskin Print Gray
$78.00
$127.00
ShopSimon
-45%
Sbicca
Womens Scenic Heeled Sandal In Grey Gray
$41.00
$75.00
ShopSimon
-52%
David Tate
Womens Bellview Boot In Grey Metallic Gray
$88.00
$184.00
ShopSimon
-28%
Corkys Footwear
Womens Faux Suede Bluffin Bootie In Grey Gray
$57.00
$79.00
ShopSimon
-47%
Bella Vita
Jani Ankle Boot Gray 51-2467 Womens
$66.00
$125.00
ShopSimon
-31%
Vance Co.
Mens Alex Chelsea Boot Gray
$54.99
$79.99
ShopSimon
-24%
BC Footwear
Womens BC Footwear Fight for Your Right Boot Gray Ankle Bootie JOBB920
$98.95
$130.00
ShopSimon
-42%
Aetrex
Womens Mila Boot In Taupe Gray
$105.00
$180.00
ShopSimon
-16%
Børn
Born Rani BR0062617 Boots Taupe Suede Waterproof Ankle Bootie HAWK143 Gray
$160.00
$190.00
ShopSimon
-40%
Xti
Carmela CollectionWomens Suede Booties By XTI Brown
$98.95
$165.00
ShopSimon
-39%
Sanita
Hudson Womens Shoes Anthracite: EU 36 (US Womens 4.5-5) Regular, Leather/Manmade Gray
$82.00
$135.00
ShopSimon
-25%
Dirty Laundry
Womens Dirty Laundry Mazzy Boot US 7 Gray Leather Block Heel Combat KHD590
$55.96
$75.00
ShopSimon
-58%
COMFORTIVA
Carter Suede & Leather Boot Gray
$62.98
$149.95
ShopSimon
-38%
Corkys Footwear
Womens Doohickey Bootie In Taupe Gray
$50.00
$80.00
ShopSimon
-21%
Easy Spirit
Jayda Boots Womens Taupe Suede Wedge Heel Ankle Bootie LION136 Brown
$118.15
$150.00
ShopSimon
-52%
David Tate
Womens Belleview Bootie - Wide Width In Grey Gray
$88.00
$184.00
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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