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Today's trends »
mens ankle boots with dresses
Men
Sort By:
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NWOT Bruno Marc Black Suede Leather Chelsea Ankle Boots Mens 9 Classic Everyday
$39
Size: 9
Bruno Marc
twistmeturnme
Lavati Mens Black Suede Leather Chelsea Boots Italian Made Size 44
$40
Size: 44
Lavati
nutella_17
Vinatge Retro style Florsheim Brown Leather Buckle Dress Boots Mens Size 10.5 D
$61
Size: 10.5
Florsheim
natolove
Florsheim Men 11.5D Fenway Brown Leather Boots Lace Up Cap Toe Ankle Dress Shoe
$50
Size: 11.5
Florsheim
secondchancesei
Santimon Men's US 7.5 Black Leather Lace Up Perforated Classic Dress Ankle Boots
NWT
$85
Size: 7.5
maxguytan
NWB Nunn Bush Mens Otis II Plain Toe Chelsea leather Black Size 9M
NWT
$75
$120
Size: 9
Nunn Bush
davisjohnson920
Moreschi Black Soft Leather Ankle Boots Made in Italy Mens Dress Shoes Sz 7
$80
Size: 7
Moreschi
flippinforge
ECCO Comfort Leather Slip On Ankle Boots Sz 41
$60
Size: EU 41
Ecco
secondglimpse
Men's Black Leather Ankle Boots Size 10 Dress Chelsea Zip Buckle Business Casual
$30
$50
Size: 10
kennethlopez316
Nunn Bush Brown Leather Chukka Boots Comfort Casual Dress Ankle Boots
$35
Size: 7
Nunn Bush
newtonx4
Moretti Mens Size 12 Brown Leather Laceless Ankle Zip Boots Dress Shoes H211
$52
Size: 12
Moretti
showing_off
Florsheim Men's Size 8 E Duke Imperial Side Zipper Black Leather Dress Boot
$52
Size: 8
Florsheim
barbierodz
DR. DOC MARTENS '2976' Ankle Boots Mens Elastic Black Leather Chelsea Size 10 M
$49
$999
Size: 10
Dr. Martens
dinamitelux
Vintage Mens Stacy Adams Black Leather Cap Toe Lace-Up Ankle Dress Boot 8.5 WIDE
$60
Size: 8.5 Wide
Stacy Adams
muse419
Coach Leather Cap Toe Ankle Boots Brown Lace Up Dress Boots Made In Italy Sz 12
$30
Size: 12
Coach
llwieman89
2
NEW no Box, Men's Black Ankle Boots Lace Up Lug Sole Casual Shoes
$29
Size: 12
DXACE FASHIONKIDS
raisinggeniuses
Born Womens Ozark Leather Block Heel Ankle Boots Sz 9M Black
$45
$140
Size: 9M
Born
kemoesqueen
Vintage Broletto Men's Black Leather Ankle Boots Zip Side Size 8.5M Dress Casual
$59
Size: 8.5
Broletto
elise_boutique
Vintage Florsheim Imperial Dress Boot Mens Sz 7.5D Buckle Slip On Ankle Leather
$31
Size: 7.5
Florsheim
apanda1984
Steve Madden Taupe Suede Kiley Booties Size 8- Neutral Block Heel Ankle Booties
$35
Size: 8
Steve Madden
simply_sisters
2
Florsheim Duke Mens 10E Black leather Bike Square Toe Ankle Boot Side Zipper Y2K
$50
Size: 9.5
Florsheim
justified23
1
BRAND NEW NAUTICA WUZER MEN'S SLIP-ON ANKLE BOOT
NWT
$65
$555
Size: 12
Nautica
gigisexypassion
EUC CARLO PAZOLINI Coture Tan Chelsea Suede Boots Size 41 IT / 8.5 US
$149
$495
Size: 41
Carlo Pazolini
shopvintages
Aldo Cadelallan Chelsea Dress Ankle Boots Mens Size 8 Brown Suede Side Zip
$38
Size: 8
Aldo
voguethrift
Find Boots Mens Ankle Dress Casual Leather Metallic Silver Gunmetal Size 40 EUC
$22
Size: 7.5
find.
horseloca
Cole Haan Grand Plus Chelsea Boot Style No. C38789 Mens Size 11 NEW
NWT
$54
Size: 11
Cole Haan
uravgcollector
Silver Heel Men's 12 EM Brown Leather Zipper Ankle Cowboy Boots Western Dress
$46
Size: 12
Silver Heel
toyotagirl63
Deer Stags Mikey Chelsea Dress Boots Black Slip-On Comfort Men's US 10M
$59
$90
Size: 10
Deer Stags
sandraeskyla
Johnston & Murphy Copeland Brown Leather Lace Up Chukka Ankle Boots Men 11
$44
Size: 11
Johnston & Murphy
myrtleandvern
1
Bass Outdoor Dress Blue Men Field Ankle Rain Boot Slip Resistant Size 11
NWT
$50
Size: 11
Bass Outdoor
parccdeals_llc
TO BOOT NEW YORK Charleston Black Calf Chelsea Boot Leather Minimal Quiet Luxury
$179
$425
Size: 12
To Boot
evumies
Prada Black Leather Chelsea Ankle Boots Women’s 7.5 - Made in Italy
$450
$1,250
Size: 7.5
Prada
breetomlinson
Ugg 3275 Leighton Chukka Lace Up Brown Leather Mens Ankle Boots Shoes sz 10
$49
Size: 10
UGG
flippintags
Nunn Bush Men's Leather Brown Ankle Boots Size 11
$27
$50
Size: 11
Nunn Bush
rejonesd
1
To Boot New York Adam Derrick Brown Leather Cap Toe Lace-Up Boots Men's 8.5
$95
Size: 8.5
To Boot
_fabfam
1
Florsheim Essex moc toe Leather Boots zipper
$75
$175
Size: 12
Florsheim
toomuch16
Alfani Luka 2 Brown Pull-On Chelsea Boots NWT Sz 12 Retail $70 Vegan Leather
NWT
$49
$70
Size: 12
Alfani
love_my_vintage
Kenneth Cole Reaction Men’s Black Zip Ankle Boots 13M Sleek 🌟Modern Dressy NWB
NWT
$95
$120
Size: 13
Reaction Kenneth Cole
keylala1
Salvatore Ferragamo Giovanni Nero Calf Leather Ankle Boots Black Cap Toe sz 7 D
$210
Size: 7.5
Salvatore Ferragamo
kpetty816
Deer Stags Zane Slip-On Ankle Boots – Men’s Size 7M
$35
$80
Size: 7M
Deer Stags
aidabelloso23
1
NEW Børn Mens Theo Brown Leather Chukka Ankle Boots Size 12M Lace Up
$79
Size: 12
Børn
mississippizen
NWB Gentle Souls by Kenneth Cole Nyle Chelsea Black Leather Boots Size 10.5
NWT
$150
$265
Size: 10.5
gentle souls
davisjohnson920
Men’s Suede Zip Ankle Boots – Black & Tan (Bundle of 2 Pairs
$120
$285
Size: 10.5
Aldo
jonathansanva
⚡Men's Brown Faux Leather Western Square Toe Comfort Ankle Chelsea Boots
NWT
$169
Size: Various
ncarissascloset
⚡Men's Black Faux Leather Western Square Toe Comfort Ankle Chelsea Boots
NWT
$166
Size: Various
ncarissascloset
Florsheim Mens Size 11 EEE Wide Black Leather Ankle Boots Side Zip
$10
Size: 11
Florsheim
threads_n_stuff
2
Clarks Mens Leather Ankle Boots Brown Lace Up Casual Dress Shoes Size 12M
$40
Size: 12
Clarks
land_townsend
Chelsea Boots Mens Size 8 EU 41 Brown Leather Elastic Gore Pull On Dress Casual
$65
Size: 8
butzandbutz
1
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