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Today's trends »
mens ankle boots with dresses
Men
Sort By:
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Hush Puppies Shoes Mens 10 Ankle Boots Shepsky Black Leather Zip Dress Classic
$60
$179
Size: 10
Hush Puppies
shoeshoppe2024
Ted Baker London 'Camroon 2’ Chelsea Boot, Brown Leather, Mens Size 11.5 Luxury
$80
$250
Size: 11.5
Ted Baker London
crystalsfinds37
Club Room Mens Lace Up Ankle Boots Size 13 Faux Leather Dark Grey
$22
$70
Size: 13
Club Room
nberesford
UGG Briscoe Chelsea Suede Black Pull Tab Ankle Boot 11
$65
$175
Size: 11
UGG
juneyzboutique
Sebago Men’s Boots Size 11 Black Chukka Leather Ankle Lace Up Casual Dress Reese
$30
$75
Size: 11
Sebago
comfortquality
ROCKPORT Traviss Zip Boot Men 10 Dark Brown Chukka Ankle-High Dress CG8868 EUC
$78
$130
Size: 10
Rockport
teckstein1
timberland Chukka boots men Size 13M Lace Up Leather Upper
$35
$150
Size: 13
Timberland
josstib
NWT Men Splash Ink Pattern Lace Up Dress Boots Royal Blue Velvet Ankle Boots
NWT
$27
Size: 9.5
SHEIN
elliebecker32
Ferro Aldo Dress Ankle Boots
$25
$80
Size: 9.5
Ferro Aldo
welcometokell
Hush Puppies Shoes Mens 10 Ankle Boots Shepsky Black Leather Zip Dress Classic
$60
$179
Size: 10
Hush Puppies
redbeardco
Aston Grey Black Wingtip Boots Mens 9 Erane High Top Ankle Chukka Dress Shoes
$45
Size: 9
Aston Grey
coopersims
Cole Haan Brown Leather Monk Strap Ankle Boots Dress Shoes Men 10
$59
$168
Size: 10
Cole Haan
shoprefinement
MADDEN Mens Beige Goring Maxxin Round Toe Block Heel Dress Chelsea Boot 11.5
NWT
$63
$90
Size: 11.5
MADDEN
_avasapparel
ALFANI Mens Brown Heel Pull-Tab Luka 2 Round Toe Block Heel Chelsea Boot 8.5 M
NWT
$56
$70
Size: 8.5
ALFANI
_isabellasstyle
STACY ADAMS Mens Black Martfield Round Toe Leather Chukka Boots 10 M
NWT
$86
$130
Size: 10
STACY ADAMS
_gemmasglam
CALVIN KLEIN Mens Brown Burnished Heel Pull-Tab Debossed Donto Chelsea Boot 13
NWT
$109
$170
Size: 13
CALVIN KLEIN
_luxurylooks
STACY ADAMS Mens Blac Pull-Tab Brogue Eyelet Finnegan Wingtip Boots Shoes 9 M
NWT
$95
$145
Size: 9
STACY ADAMS
_isabellasstyle
Bed Stu Hoover Brown Leather Lace-Up Dress Ankle Boots Men's Size 10
$99
Size: 10
Bed Stu
tawanabanks16
Florsheim Comfortech Midtown Plain Toe Zipper Leather Boot in Brown Size 11.5 D
$42
$45
Size: 11.5
Florsheim
bremor_45
Men’s Black Leather Buckle Ankle Boots Size 7 Unbranded Casual Dress Booties
$35
Size: 7
unbranded
charliesells4u
American Eagle Brown Faux Suede 1” Heel Ankle Booties w/ Back Zip Women’s 6.5
NWT
$22
$50
Size: 6.5
American Eagle By Payless
lady_couture
Bruno Marc Philly 2 Chelsea Boots- Size 8.5
$30
$56
Size: 8.5
bruno marc
andim21
1
Geox Men’s Brown Leather Western Dress Shoe Ankle Boot Size 43.5 or US 10-10.5
$60
$170
Size: 10.5
Geox
erijaythrifts
1
ALFANI Mens Brown Heel Pull-Tab Luka 2 Round Toe Block Heel Chelsea Boot 9 M
NWT
$51
$70
Size: 9
ALFANI
_emmasensembles
ALFANI Mens Brown Heel Pull-Tab Luka 2 Round Toe Block Heel Chelsea Boot 10.5 M
NWT
$58
$70
Size: 10.5
ALFANI
_avasapparel
CALVIN KLEIN Mens Gray Padded Alory 2 Almond Toe Block Heel Chukka Boots 12
NWT
$98
$150
Size: 12
CALVIN KLEIN
_chicthreads
Arkbird Chelsea Ankle Boots for Men Genuine Leather Boots New in Box
$45
$89
Size: 11.5
Arkbizd
michelleneum703
House Of Hounds Ankle Jodhpur Black Size 44
$30
Size: 10.5
House of CB
jamarrferg
Leather Ankle Boots Wingtip Lace Up Casual Dress Shoes
$58
Size: 14
Source Unknown
niferoma2010
NEW Frye Mens Size 13 Cognac Brown Leather Chelsea Boots Zip Ankle Dress Shoes
Boutique
$228
$298
Size: 13
Frye
theshoeseum
1
1970'S Men’s POLO RALPH LAUREN LEATHER DRESS BOOTS
$130
Size: 11
Polo Ralph Lauren
nyjulie
3
Bostonian Men's Boots Dress Shoe Mid Ankle Soft Leather Black Size 11.5M
$38
Size: 11.5M
Bostonian
reclaimedbysozo
Osstone Men's Chelsea Ankle Boots Leather Pony Hair Side Zipper Size 9
$228
Size: 9
OSSTONE
cecigrand888
Bed Stu Chukka Boots 11.5 Brown Oiled Distressed Vtg Leather Zip Dress Slip-on
$61
$999
Size: 11.5
Bed Stu
miamiameow
1
Vintage Florsheim Imperial Ankle Boots Leather Dress Shoes Men's 10.5 D
$75
Size: 10.5
Florsheim
gdstrade123
NWT TOMMY HILFIGER Mens Black Rawstin Cap Toe Lace-Up Dress Chukka Boots 9 M
$63
$109
Size: 9
TOMMY HILFIGER
bobbiandbricka
ALFANI Mens Brown Heel Pull-Tab Luka 2 Round Toe Block Heel Chelsea Boot 9 M
NWT
$51
$70
Size: 9
ALFANI
_luxurylooks
TOMMY HILFIGER Mens Black Rawstin Cap Toe Lace-Up Dress Chukka Boots 8.5 M
NWT
$73
$109
Size: 8.5
TOMMY HILFIGER
_luxurylooks
ALFANI Mens Brown Heel Pull-Tab Luka 2 Round Toe Block Heel Chelsea Boot 10.5 M
NWT
$51
$70
Size: 10.5
ALFANI
_gemmasglam
Nautica Men's Chukka Boot: Dress Casual Lace-Up Ankle Shoe Oxfords & Desert Boot
NWT
$25
Size: 8
Nautica
ismira22
Stacy Adams-Men’s 8.5 black crocodile embossed leather side-zip boots. Like new!
$61
$145
Size: 8.5
Stacy Adams
newzlady17562
1
Andrew Marc Mens 12 Leather Dress Boots Booties Brown Ankle Lace Up Round Toe
$40
Size: 12
Andrew Marc
laurapearson949
Giorgio Brutini Mens Norsten Leather Oxford Dress Ankle Boot Tan Size 11.5
$39
Size: 11.5
Giorgio Brutini
amanilus
Vance Co. Landon • Chelsea Dress Boot
NWT
$48
$80
Size: 9.5
Vance Co.
annalisedora
Arkbird Oxfords Mens 14 Brown Leather Herringbone Brogue Dress Ankle Boots Shoes
$43
Size: 14
Vintage
anewagain
Banana Republic Mens Dark Brown Leather Italian Ankle Chukka Boots Size 10.5
$45
Size: 10.5
Banana Republic
jaemep
Jo Ghost Men's Colorado Brown Leather Ankle Boots Mens 45 Italy Worn 1× Elegant
NWT
$399
$689
Size: EU 45
Jo Ghost
kix_r_us
Dockorio Boots Mens 8.5 Brown Leather Brogue Zip Ankle Dress Cap Toe EUC
$65
Size: 8.5
Dockorio
clinchmtnsales
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