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Today's trends »
mens ankle boots with dresses
Men
Sort By:
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Steve Madden Staff White Distressed Leather Ankle Boots Size 13 Mens
$35
$79
Size: 13
Steve Madden
el_ro
Vintage Leather Cap Toe Ankle Boots Mens Size 6.5A Black Lace Up Work Military
$67
Size: 6.5
tchepiakova
ALDO Flex Black Leather Chelsea Pull On Dress Ankle Boots Men’s Size 10.5
$50
Size: 10.5
Aldo
closet539
R.M. Williams Comfort Craftsman Men's Size 12.5 Brown Chelsea Boots New In Box
NWT
$349
Size: 12.5
R.M. Williams
tcrshoes
Thursday Boots Mens Size 6.5 US Leather Cadet Lace Up Dress Everyday Workwear
$79
Size: 6.5
Thursday Boots
upstatethread
La Milano Ankle Boots Mens 14 Black Leather Cap Toe Dress Boots LF8423
$50
Size: 14
La Milano
hiddengemzz
Mens Nisolo Andres All Weather Brown Leather Ankle Dress Boots Size 7.5 M
$85
Size: 7.5
Nisolo
redroserelics
Steve Madden Boots Lace Up Zip Ankle Casual Dress Boots Man Size
$31
Size: 10
Steve Madden
1comebackcloset
1
NIB ARKbird Ankle Boots Genuine Leather Oxford Casual and Formal Dress Boot
NWT
$55
$80
Size: 11
ARKbird
trendykat_2
1
French Shriner Reject Black Leather Buckle Strap Ankle Boots Men 10.5D US/44EU
$150
Size: 10.5
French Shriner
josstib
Johnston & Murphy Black Leather Cap Toe Ankle Boots Dress Casual Mens Size 9.5 M
$80
Size: 9.5
Johnston & Murphy
anbshoes
Thomas & Vine Corbin Cognac Leather Chelsea Boot Men’s US 9 New
NWT
$88
Size: 9
thomas & vine
stephanieg68
Oro Los Angeles Boots Mens 9 The Classic Grey Chelsea Suede Ankle Minimalist
$85
$300
Size: 9
ORO
ivancito226
Nisolo Boots Mens 9 Marco Everyday Chelsea Tan Suede Leather Pull On Minimalist
$80
$300
Size: 9
Nisolo
ivancito226
Eastland Seneca Chukka Ankle Boots Men's Size 8D Vintage Brown Leather Upper
$45
$98
Size: 8D
Eastland
skroman1971
Hush Puppies Shoes Mens 10 Ankle Boots Shepsky Black Leather Zip Dress Classic
$60
$179
Size: 10
Hush Puppies
shoeshoppe2024
Clarks Bushacre 2 Chukka Boots Black Leather Lace Up Ankle Mens Size 10
$45
$140
Size: 10
Clarks
1000pairshoes
TAFT Leather Boots Mens Size 7.5 LaceUp Cap Toe Casual Dress Workwear Style
$150
$295
Size: 7.5
Taft
kojeda123
Sorel Men's Suede Leather Lace Up Ankle Boots Casual Brown Fall Chukka Size 10
$49
$125
Size: 10
Sorel
tnkhappybhappy
Vintage Sears Men’s Oxblood Leather Western Ankle Boots Square Toe Men’s 10D
$65
Size: 10.5
Sears
lindat506
Johnston & Murphy Men's Chelsea Dress Boots Brown Leather Sheepskin Size 11M
$35
Size: 11
Johnston & Murphy
darkmatter333
Stacy Adams Size 14 Madison Mens Brown Leather Dress Ankle Boots EE Wide Width
$135
Size: 14
Stacy Adams
for_sale_by_tee
Thursday Boot Co. Everyday Boots Captain Men's Size 10 Black Matte Cap Toe
$90
Size: 10
Thursday Boot Company
peddlinpabzz
3
BORN Mens 13 Brown Leather Hemlock Pull On Ankle Boots Dress Shoes Padded Insole
$71
$145
Size: 13
Born
_treat_yourself
El Besserro Vintage Brown Leather Ankle Boots Men's Double Zip Boots size 9.5
$55
$160
Size: 9.5
El Besserro
amsunny88
Johnston & Murphy Brown Leather Ankle Boots men size 10
$39
Size: 10
Johnston & Murphy
lfilsinger
1
Men's 100% Genuine Leather Brown Ankle Boots 9M by Paul Branco Side Zip Lace-up
NWT
$99
$300
Size: 9
Paul Branco
tandkshoes
Men's 10M 100% Genuine Leather Brown Ankle Boots by Paul Branco Side Zip Lace-up
NWT
$99
$300
Size: 10
Paul Branco
tandkshoes
4
Amberjack Black Onyx Leather Chelsea Ankle Boots Men's Size 13M
$75
Size: 13
Amberjack
terrilous
1
Red Wing Chelsea Boots Leather Ankle Pull On Casual Burgundy Mens 7D
$109
Size: 7
Red Wing Shoes
siegethe_day
1
Johnston & Murphy Black Leather Chelsea Ankle Boots size 11.5 Dress Shoes
$45
Size: 11.5
Johnston & Murphy
carol9102
1
Timberland Black Leather Chelsea Ankle Boots 13 A1V5B Dark Academia Preppy 48-07
$106
$259
Size: 13
Timberland
patriciaterr846
1
Clarks Men's Brown Suede Ankle Chukka Boots Size 10
$42
Size: 10
Clarks
lotus_n_bea
1
Kenneth Cole Reaction Knock Chelsea BRG Wingtip Ankle Boots - Men's Size 9
$60
Size: 9
Reaction Kenneth Cole
lalj1215
Cole Haan Shoes Mens 11 Brown Leather Chukka Boots Ankle Lace Up Casual Vintage
$50
$175
Size: 11
Cole Haan
shoerewear
1
Todd Welsh Men's Chukka Ankle Boots Short Black Suede Leather Size 14 D
$32
$67
Size: 14
Todd Welsh
gardengirl2000
2
Structured Leather Ankle Boots Mens Black Lace Up Dress Casual Made in Italy 9 D
$35
Size: 9
Structure
shoecabinet
NEW Stacy Adams Sandoval Cuban Heeled Boots Black leather embossed Croc size 11
NWT
$60
$115
Size: 11
Stacy Adams
davisjohnson920
NWT Clarks Whiddon Zip Black Leather Waterproof Ankle Boots Men's US 8M
NWT
$60
$120
Size: 8
Clarks
davisjohnson920
Mezlan Postiano Luxury Men 12 Black Leather Square Toe Chelsea Ankle Dress Boots
$88
Size: 12
Mezlan
deekonin860
Clarks Mens Leather Chelsea Boots Black Casual Ankle Boots Size US 12
$65
$150
Size: 12
Clarks
heymisswells
2
Brida Men’s Dress Shoes Leather Slip On w Zip Side Size: 43 U.S 10 Black (N76)
$195
$350
Size: 10
franny_000
NEW: Cole Haan Midland Lug Chelsea Boots Men's 11.5 M Brown Leather
NWT
$79
Size: 11.5
Cole Haan
tala_hearts
2
Hawker Rye Mens Black Leather Dress Boots Chukka Ankle Lace Vintage Look Mens 10
$38
$110
Size: 10
Hawker Rye
wildfinds4u
Hugo Boss Mens Size 9.5 Black Leather Pull On Dress Ankle Boots
$65
$999
Size: 9.5
Hugo Boss
goodiesfordays
1
Johnston & Murphy Leather Boots Men 13M Brown Bryson Brogue Wingtip Wool Trim
$44
Size: 13
Johnston & Murphy
jtech_apparel
2
Banana Republic Men’s Black Leather Chelsea Boots Size 10M Elastic Side Ankle
$40
$149
Size: 10
Banana Republic
debscloset13
Stacy Adams Black Leather Cap Toe Lace Up Ankle Boots Men's Size 9 1/2 Victorian
$58
Size: 9.5
Stacy Adams
reworldboutique
2
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