cuban-heel-boots-for-men-vintage

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R.M Williams Vintage Cuban Heel Chelsea Boots Men 10G
R.M Williams Vintage Cuban Heel Chelsea Boots Men 10G

$132.14

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Men's Beatle Boots 8D Side Zipper Zip Ankle Cuban Heel Leather Buckle Vtg
Men's Beatle Boots 8D Side Zipper Zip Ankle Cuban Heel Leather Buckle Vtg

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VTG RM williams Santa Fe Cuban Heel Black Leather Boots Size UK 8 G /US 9
VTG RM williams Santa Fe Cuban Heel Black Leather Boots Size UK 8 G /US 9

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Dsquared2 Men’s Black Leather Vintage Cowboy Boots Cuban Heel Zip Size 45 US 12
Dsquared2 Men’s Black Leather Vintage Cowboy Boots Cuban Heel Zip Size 45 US 12

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Vintage Code West Western Burgundy Leather Cuban Heel Cowboy Boots Mens 9.5M
Vintage Code West Western Burgundy Leather Cuban Heel Cowboy Boots Mens 9.5M

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Vintage Mens RM Williams Cuban Heel Boots Size 9 H Width Black Great condition
Vintage Mens RM Williams Cuban Heel Boots Size 9 H Width Black Great condition

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Fashion Mens Cuban Heel Ankle Boots High Tops Suede Shoes Vintage Pointy Toes
Fashion Mens Cuban Heel Ankle Boots High Tops Suede Shoes Vintage Pointy Toes

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VintageScruples Womens Brown Snip Toe Cuban Heel Pull On Ankle Bootie Size US10
VintageScruples Womens Brown Snip Toe Cuban Heel Pull On Ankle Bootie Size US10

$40.00

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VTG Nine West Made In Brazil Brown Chunky Heel Western Ankle Boot Womens 7.5M
VTG Nine West Made In Brazil Brown Chunky Heel Western Ankle Boot Womens 7.5M

$24.99

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Nurture Salem Boots Mid-Calf Cuban Heels Leather/Suede Brown Women’s Size 7M
Nurture Salem Boots Mid-Calf Cuban Heels Leather/Suede Brown Women’s Size 7M

$36.00

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Vintage Pointy Toe Chelsea Boots Men Cuban Heels Pull On Suede Formal Shoes
Vintage Pointy Toe Chelsea Boots Men Cuban Heels Pull On Suede Formal Shoes

$93.88

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Men's Ankle Boots Mid High Cuban Heel Pointy Toe Dress Leather Zip Lace Up Shoes
Men's Ankle Boots Mid High Cuban Heel Pointy Toe Dress Leather Zip Lace Up Shoes

$99.99

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Men's Square Toe Cuban Heels Shoes Formal Dress Chukka Designer Chelsea Boots
Men's Square Toe Cuban Heels Shoes Formal Dress Chukka Designer Chelsea Boots

$61.20

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Vintage Mens CHELSEA BOOT Pointy Toe Real Leather Cuban Heels High Top Shoes sz
Vintage Mens CHELSEA BOOT Pointy Toe Real Leather Cuban Heels High Top Shoes sz

$99.95

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Vintage Mens Genuine Leather Pointed Toe Cuban Heel Chelsea Shoes Ankle Boots SZ
Vintage Mens Genuine Leather Pointed Toe Cuban Heel Chelsea Shoes Ankle Boots SZ

$71.04

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Mens Fashion Pump Suede Leather Pull On Cuban Heel Pointed Toe Retro Ankle Boots
Mens Fashion Pump Suede Leather Pull On Cuban Heel Pointed Toe Retro Ankle Boots

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La Barca Men Size 8 Ankle Boots Cuban Heel Chelsea Cowboy Western Made In Mexico
La Barca Men Size 8 Ankle Boots Cuban Heel Chelsea Cowboy Western Made In Mexico

$34.99

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Vtg RM Williams Men’s Brown Chelsea Leather Cuban Heel Boots Sz AU/UK 8.5G/US9.5
Vtg RM Williams Men’s Brown Chelsea Leather Cuban Heel Boots Sz AU/UK 8.5G/US9.5

$159.50

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Men Zip Pointy Toe Cuban Heel Real Leather Chelsea Ankle Boots High Top Shoes
Men Zip Pointy Toe Cuban Heel Real Leather Chelsea Ankle Boots High Top Shoes

$98.97

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Vintage Mens CHELSEA BOOT Pointy Toe Real Leather Cuban Heels High Top Shoes sz
Vintage Mens CHELSEA BOOT Pointy Toe Real Leather Cuban Heels High Top Shoes sz

$115.91

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Mens Cuban Heel Ankle Boot Dragon Embroidery Cowboy Riding Party Dress Zip Shoes
Mens Cuban Heel Ankle Boot Dragon Embroidery Cowboy Riding Party Dress Zip Shoes

$148.19

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Vintage 90s GUESS Womens 9.5 Leather Ankle Boots Pointed Booties Cuban Heel
Vintage 90s GUESS Womens 9.5 Leather Ankle Boots Pointed Booties Cuban Heel

$69.99

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Y2K Miz Mooz Booties Womens 7.5 Red Leather Wonderwall Heels Cowgirl Whimsie
Y2K Miz Mooz Booties Womens 7.5 Red Leather Wonderwall Heels Cowgirl Whimsie

$39.97

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Vtg RM Williams Men’s Brown Chelsea Leather Cuban Heel Boots Sz AU/UK 8.5G/US9.5
Vtg RM Williams Men’s Brown Chelsea Leather Cuban Heel Boots Sz AU/UK 8.5G/US9.5

$165.00

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Vintage RM Williams Mens UK 7.5G US 7.5 Ladies 10 Boots Bushman Cuban Heel Shoes
Vintage RM Williams Mens UK 7.5G US 7.5 Ladies 10 Boots Bushman Cuban Heel Shoes

$264.99

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Vintage RM Williams Leatherneck Mens Boots Suede Tops Cuban Heel AU 9 G | US 10
Vintage RM Williams Leatherneck Mens Boots Suede Tops Cuban Heel AU 9 G | US 10

$286.35

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Mens Cow Leather Vintage CHELSEA BOOTS Pointy Toe Snake Patter Cuban Heels Shoes
Mens Cow Leather Vintage CHELSEA BOOTS Pointy Toe Snake Patter Cuban Heels Shoes

$131.89

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Men's Square Toe Cuban Heels Shoes Formal Dress Chukka Designer Chelsea Boots
Men's Square Toe Cuban Heels Shoes Formal Dress Chukka Designer Chelsea Boots

$50.09

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Men Real Leather High Top Chelsea Boots 5cm Cuban Heels Formal Dress Ankle Boots
Men Real Leather High Top Chelsea Boots 5cm Cuban Heels Formal Dress Ankle Boots

$96.84

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Vintage Pointy Toe Chelsea Boots Men Cuban Heels Pull On Suede Formal Shoes 2023
Vintage Pointy Toe Chelsea Boots Men Cuban Heels Pull On Suede Formal Shoes 2023

$117.30

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Winter/Autumn Mens Buckle Ankle Boots Cuban Heels Casual Pointy Toe Party Shoes
Winter/Autumn Mens Buckle Ankle Boots Cuban Heels Casual Pointy Toe Party Shoes

$49.19

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Winter/Autumn Mens Buckle Ankle Boots Cuban Heels Casual Pointy Toe Party Shoes
Winter/Autumn Mens Buckle Ankle Boots Cuban Heels Casual Pointy Toe Party Shoes

$49.19

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Men's Cuban Heel Ankle Boot Dragon Embroidery Cowboy High Top Party Dress Shoes
Men's Cuban Heel Ankle Boot Dragon Embroidery Cowboy High Top Party Dress Shoes

$109.99

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Underground England Beatle-Winklepicker -Chelsea Boots - Black Leather UK Size 6
Underground England Beatle-Winklepicker -Chelsea Boots - Black Leather UK Size 6

$150.00

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Kork Ease Lapra Western Booties Size 9 Gray Suede Leather Wedge Heel Ankle Zip
Kork Ease Lapra Western Booties Size 9 Gray Suede Leather Wedge Heel Ankle Zip

$69.00

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Men Real Suede Leather Chelsea Boots Pull on Cuban Heel Pointy Toe Retro Shoes L
Men Real Suede Leather Chelsea Boots Pull on Cuban Heel Pointy Toe Retro Shoes L

$98.39

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Mens Chelsea Buckle Ankle Boots Cuban Heels Casual Pointy Toe Chunky Party Shoes
Mens Chelsea Buckle Ankle Boots Cuban Heels Casual Pointy Toe Chunky Party Shoes

$42.21

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Cowboy Chelsea Boots Vintage Real Suede Leather Men's Cuban Heel Pull On Shoes
Cowboy Chelsea Boots Vintage Real Suede Leather Men's Cuban Heel Pull On Shoes

$129.99

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Winter/Autumn Mens Buckle Ankle Boots Cuban Heels Casual Pointy Toe Party Shoes
Winter/Autumn Mens Buckle Ankle Boots Cuban Heels Casual Pointy Toe Party Shoes

$49.19

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Retro Mens Zipper Leather Casual Chelsea Ankle Boot Pointy Toe Cuban Heel Shoes
Retro Mens Zipper Leather Casual Chelsea Ankle Boot Pointy Toe Cuban Heel Shoes

$102.15

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Men's MId Cuban Heel Dress Formal Ankle Boots Vintage Shoes Square Toe Chukka SZ
Men's MId Cuban Heel Dress Formal Ankle Boots Vintage Shoes Square Toe Chukka SZ

$119.99

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Chelsea Boots Vintage Pointy Toe Real Leather Mens Cuban Heels Pull On Shoes New
Chelsea Boots Vintage Pointy Toe Real Leather Mens Cuban Heels Pull On Shoes New

$112.22

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Vintage Pointy Toe Chelsea Boots Men Cuban Heels Pull On Suede Formal Shoes 2023
Vintage Pointy Toe Chelsea Boots Men Cuban Heels Pull On Suede Formal Shoes 2023

$106.29

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Retro Boys Mens Ankle Boot Cuban Heel Pointy Toe Dress Leather Zip Lace Up Shoes
Retro Boys Mens Ankle Boot Cuban Heel Pointy Toe Dress Leather Zip Lace Up Shoes

$96.27

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Fashion Mens Cuban Heel Ankle Boots High Tops Suede Shoes Vintage Pointy Toes
Fashion Mens Cuban Heel Ankle Boots High Tops Suede Shoes Vintage Pointy Toes

$127.67

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Fashion Mens Cuban Heel Ankle Boots High Tops Suede Shoes Vintage Pointy Toes
Fashion Mens Cuban Heel Ankle Boots High Tops Suede Shoes Vintage Pointy Toes

$193.33

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Men Mid Top Chelsea Boots Patent Leather Cuban Heels Formal Dress Ankle Boots
Men Mid Top Chelsea Boots Patent Leather Cuban Heels Formal Dress Ankle Boots

$72.00

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Vintage Mens CHELSEA BOOT Pointy Toe Real Leather Cuban Heels High Top Shoes Sz
Vintage Mens CHELSEA BOOT Pointy Toe Real Leather Cuban Heels High Top Shoes Sz

$108.45

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Men Dragon Embroidery Cuban Heel Knight Ankle Boot Leather Shoes British Vintage
Men Dragon Embroidery Cuban Heel Knight Ankle Boot Leather Shoes British Vintage

$129.99

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VINTAGE HAVANA Remiee Studded Snakeskin Embossed Leather Bootie Size 5.5
VINTAGE HAVANA Remiee Studded Snakeskin Embossed Leather Bootie Size 5.5

$54.00

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Mens Chelsea Buckle Ankle Boots Cuban Heels Casual Pointy Toe Chunky Party Shoes
Mens Chelsea Buckle Ankle Boots Cuban Heels Casual Pointy Toe Chunky Party Shoes

$41.76

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Men Real Suede Leather Chelsea Boots Pull On Cuban Heel Pointy Toe Retro Shoes L
Men Real Suede Leather Chelsea Boots Pull On Cuban Heel Pointy Toe Retro Shoes L

$122.58

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British Mens Pointy Toe Shoes Zip Cuban Heels Buckle Formal High Top Ankle Boots
British Mens Pointy Toe Shoes Zip Cuban Heels Buckle Formal High Top Ankle Boots

$84.49

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Handmade Men Leather Cuban Heel Pointed Funky Retro Chelsea Boot, Men Ankle Boot
Handmade Men Leather Cuban Heel Pointed Funky Retro Chelsea Boot, Men Ankle Boot

$199.00

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ETIENNE AIGNER Vintage 70s Quilted Boots Sz 5M Camel Fawn Colored Leather
ETIENNE AIGNER Vintage 70s Quilted Boots Sz 5M Camel Fawn Colored Leather

$65.00

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Fashion Mens Cuban Heel Ankle Boots High Tops Suede Shoes Vintage Pointy Toes
Fashion Mens Cuban Heel Ankle Boots High Tops Suede Shoes Vintage Pointy Toes

$113.05

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Vintage Laredo Boots Youth 12 D Kids Tan Elephant Print Good Bottoms
Vintage Laredo Boots Youth 12 D Kids Tan Elephant Print Good Bottoms

$25.00

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NWOB Steve Madden Chocolate Brown Suede Low heel lace flap down knee boots5 5
NWOB Steve Madden Chocolate Brown Suede Low heel lace flap down knee boots5 5

$40.00

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Men Real Suede Leather Chelsea Boots Pull On Cuban Heel Pointy Toe Retro Shoes L
Men Real Suede Leather Chelsea Boots Pull On Cuban Heel Pointy Toe Retro Shoes L

$120.99

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Crown Vintage booty leather nwob 10m beige /4" zipper 2.5" heel adjustable strap
Crown Vintage booty leather nwob 10m beige /4" zipper 2.5" heel adjustable strap

$13.35

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Men's Business Buckle Ankle Chelsea Boots Cuban Heel Casual Shoes Dress Chukka
Men's Business Buckle Ankle Chelsea Boots Cuban Heel Casual Shoes Dress Chukka

$75.99

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Retro Boys Mens Ankle Boot Cuban Heel Pointy Toe Dress Leather Zip Lace Up Shoes
Retro Boys Mens Ankle Boot Cuban Heel Pointy Toe Dress Leather Zip Lace Up Shoes

$83.61

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FRANK WRIGHT UK VINTAGE CUBAN HEEL BLACK SHOE BOOT SLIP ON CHELSEA UK 7 MEN 41 9
FRANK WRIGHT UK VINTAGE CUBAN HEEL BLACK SHOE BOOT SLIP ON CHELSEA UK 7 MEN 41 9

$79.00

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Chelsea Boots Vintage Pointy Toe Real Leather Mens Cuban Heel Pull On Shoes 2025
Chelsea Boots Vintage Pointy Toe Real Leather Mens Cuban Heel Pull On Shoes 2025

$135.58

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ZBY Low Cut Ankle Pointed Toe Stacked Heel Metal Detail Back Zip Booties 8
ZBY Low Cut Ankle Pointed Toe Stacked Heel Metal Detail Back Zip Booties 8

$30.00

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Retro Mens Zipper Leather Casual Chelsea Ankle Boot Pointy Toe Cuban Heel Shoes
Retro Mens Zipper Leather Casual Chelsea Ankle Boot Pointy Toe Cuban Heel Shoes

$117.00

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Bongo Women's 8 Knee High Black Vinyl Buckle Go-Go Boots 3.75" Heel Square Toe
Bongo Women's 8 Knee High Black Vinyl Buckle Go-Go Boots 3.75" Heel Square Toe

$45.00

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Men Real Suede Leather Chelsea Boots Pull On Cuban Heel Pointy Toe Retro Shoes L
Men Real Suede Leather Chelsea Boots Pull On Cuban Heel Pointy Toe Retro Shoes L

$114.28

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Rollda Women's Ankle Western Boots Snip Toe Cowboy Cowgirl Fashion Shoes Concert
Rollda Women's Ankle Western Boots Snip Toe Cowboy Cowgirl Fashion Shoes Concert

$36.80

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Chic Mens Retro Cowboy Cuban Heel Pointy Toe Black Leather SHoes Rivet Brogues
Chic Mens Retro Cowboy Cuban Heel Pointy Toe Black Leather SHoes Rivet Brogues

$81.91

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Mens Cow Leather Vintage CHELSEA BOOTS Pointy Toe Snake Patter Cuban Heels Shoes
Mens Cow Leather Vintage CHELSEA BOOTS Pointy Toe Snake Patter Cuban Heels Shoes

$208.03

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Indigo Rd. Women’s Black Ankle Heeled Pointy Toe Western Boots Size 6 NWT
Indigo Rd. Women’s Black Ankle Heeled Pointy Toe Western Boots Size 6 NWT

$23.99

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Men's British Leather Pointy Toe Chelsea Boots Cuban Heels Pull on Dress Shoes
Men's British Leather Pointy Toe Chelsea Boots Cuban Heels Pull on Dress Shoes

$109.00

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Rollda Retro Women Western Cowgirl Cowboy Boot Embroidery Pointed Toe Tan In 9.5
Rollda Retro Women Western Cowgirl Cowboy Boot Embroidery Pointed Toe Tan In 9.5

$47.99

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Women's Vintage Leather Ankle Boots Mid Cuban Heel Pull On Shoes Dress Casual SZ
Women's Vintage Leather Ankle Boots Mid Cuban Heel Pull On Shoes Dress Casual SZ

$107.99

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Rollda Women's Western Boots Mid-Calf Snip Toe Embroidery Cowboy Cowgirl Boots
Rollda Women's Western Boots Mid-Calf Snip Toe Embroidery Cowboy Cowgirl Boots

$47.99

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Vintage Nocona 10 D Brown Leather Western Cowboy Boots Rodeo Trad Pointed Toe
Vintage Nocona 10 D Brown Leather Western Cowboy Boots Rodeo Trad Pointed Toe

$85.00

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Mens Suede Leather Pointy Toe Cuban Heel Western Chelsea Ankle Boots Party Shoes
Mens Suede Leather Pointy Toe Cuban Heel Western Chelsea Ankle Boots Party Shoes

$107.83

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Rollda Women Rodeo Western Cowgirl Boots Snip Toe Pull On Party Dress Tall Boots
Rollda Women Rodeo Western Cowgirl Boots Snip Toe Pull On Party Dress Tall Boots

$47.79

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Rollda Women Snip Toe Western Boots Floral Embroidery Rodeo Cowboy Cowgirl Boots
Rollda Women Snip Toe Western Boots Floral Embroidery Rodeo Cowboy Cowgirl Boots

$47.99

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Nine West Women's 5½ Chestnut Leather/Suede Fringe Ankle Boots, "Runyon"
Nine West Women's 5½ Chestnut Leather/Suede Fringe Ankle Boots, "Runyon"

$34.95

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Vintage Y2K iconic heeled cowgirl boots in denim / brown
Vintage Y2K iconic heeled cowgirl boots in denim / brown

$94.99

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Vintage Mens CHELSEA BOOT Pointy Toe Real Leather Cuban Heels High Top Shoes Sz
Vintage Mens CHELSEA BOOT Pointy Toe Real Leather Cuban Heels High Top Shoes Sz

$119.05

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Mens Cuban Heel Ankle Boot Dragon Embroidery Cowboy Riding Party Dress Zip Shoes
Mens Cuban Heel Ankle Boot Dragon Embroidery Cowboy Riding Party Dress Zip Shoes

$151.99

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Retro Boys Mens Ankle Boot Cuban Heel Pointy Toe Dress Leather Zip Lace Up Shoes
Retro Boys Mens Ankle Boot Cuban Heel Pointy Toe Dress Leather Zip Lace Up Shoes

$105.08

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Mens Cuban Heel Ankle Boot Dragon Embroidery Cowboy Riding Party Dress Zip Shoes
Mens Cuban Heel Ankle Boot Dragon Embroidery Cowboy Riding Party Dress Zip Shoes

$151.99

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Vintage Mens CHELSEA BOOT Pointy Toe Real Leather Cuban Heels High Top Shoes Sz
Vintage Mens CHELSEA BOOT Pointy Toe Real Leather Cuban Heels High Top Shoes Sz

$98.84

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Retro Men's Pointed Toe Ankle Boots Buckle Casual Cuban Heel British Style Shoes
Retro Men's Pointed Toe Ankle Boots Buckle Casual Cuban Heel British Style Shoes

$60.99

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Retro Boys Mens Ankle Boot Cuban Heel Pointy Toe Dress Leather Zip Lace Up Shoes
Retro Boys Mens Ankle Boot Cuban Heel Pointy Toe Dress Leather Zip Lace Up Shoes

$103.95

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Knee high boots heels leather vintage black big size 43 cosplay Tres Chic
Knee high boots heels leather vintage black big size 43 cosplay Tres Chic

$100.00

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Women's Mid Cuban Heel Ankle Boots Leopard Chelsea Cowboy Shoes Leopard Fashion
Women's Mid Cuban Heel Ankle Boots Leopard Chelsea Cowboy Shoes Leopard Fashion

$86.39

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British Mens Pointy Toe Shoes Zip Cuban Heels Buckle Formal High Top Ankle Boots
British Mens Pointy Toe Shoes Zip Cuban Heels Buckle Formal High Top Ankle Boots

$41.99

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Women Ankle Western Bootie Cowgirl Cowboy Low Block Heel Pointed Toe Embroidery
Women Ankle Western Bootie Cowgirl Cowboy Low Block Heel Pointed Toe Embroidery

$29.90

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Women's Dress Fashion Retro Lace Up Denim Ankle Boots Block Mid Cuban Heels 2025
Women's Dress Fashion Retro Lace Up Denim Ankle Boots Block Mid Cuban Heels 2025

$62.99

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Etienne Aigner Womens Ankle Booties Size 8 Leather Side Zip DONNIE Camel Vintage
Etienne Aigner Womens Ankle Booties Size 8 Leather Side Zip DONNIE Camel Vintage

$18.50

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Mens Cuban Heels Ankle Boot Chelsea Vintage Leopard Suede Leather Casual Shoes
Mens Cuban Heels Ankle Boot Chelsea Vintage Leopard Suede Leather Casual Shoes

$84.24

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Rollda Women's Western Boots Mid-Calf Floral Embroidery Cowboy Cowgirl Boots
Rollda Women's Western Boots Mid-Calf Floral Embroidery Cowboy Cowgirl Boots

$49.98

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Rollda Women Western Cowgirl Boots Fashion Cowboy Size 11
Rollda Women Western Cowgirl Boots Fashion Cowboy Size 11

$59.95

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Mens Cuban Heel Ankle Boot Dragon Embroidery Cowboy Riding Party Dress Zip Shoes
Mens Cuban Heel Ankle Boot Dragon Embroidery Cowboy Riding Party Dress Zip Shoes

$145.91

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Mens Cow Leather Vintage CHELSEA BOOTS Pointy Toe Snake Patter Cuban Heels Shoes
Mens Cow Leather Vintage CHELSEA BOOTS Pointy Toe Snake Patter Cuban Heels Shoes

$106.51

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