Shop Men's Dress Ankle Boots

Sponsored
About our ads
$1,325.00
Hermès - Fresh Ankle Boot, Men's, Leather, Beige/Natural
Hermès
Free shipping
$1,325.00
Hermès - Fresh Ankle Boot, Men's, Leather, Beige/Natural
Hermès
Free shipping
$92.00
$115.00
STACY ADAMS Men's Sotaro Heeled Ankle Boot
Amazon.com
50
Free shipping
20% off
$92.00
$115.00
STACY ADAMS Men's Sotaro Heeled Ankle Boot
Amazon.com
50
$116.10
$135.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
Free shipping
14% off
$116.10
$135.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
$139.46
$154.63
Florsheim Men's, Rucci Wingtip Lace Boot
Amazon.com
25
Free shipping
$139.46
$154.63
Florsheim Men's, Rucci Wingtip Lace Boot
Amazon.com
25
$127.50
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion Black 7.5
Amazon.com
2K+
Free shipping
15% off
$127.50
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion Black 7.5
Amazon.com
2K+
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 12 | Boots
DSW
1
Free shipping
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 12 | Boots
DSW
1
$99.99
Santimon Men's Ankle Genuine Leather Dress Fashion Zipper Pointed Toe Casual Boots
Amazon.com
323
Free shipping
$99.99
Santimon Men's Ankle Genuine Leather Dress Fashion Zipper Pointed Toe Casual Boots
Amazon.com
323
$98.88
Florsheim Men's Neufeld Chukka Boot
Amazon.com
26
Free shipping
$98.88
Florsheim Men's Neufeld Chukka Boot
Amazon.com
26
$129.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 8.5 | Boots
DSW
1
Free shipping
$129.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 8.5 | Boots
DSW
1
$76.00
$95.00
Nunn Bush® Excavate Men's Plain Toe Ankle Boots, Size: 9.5, Brown
Kohl's
Free shipping
20% off
$76.00
$95.00
Nunn Bush® Excavate Men's Plain Toe Ankle Boots, Size: 9.5, Brown
Kohl's
Free shipping
$80.00
Dockers® Esmond Men's Ankle Boots, Size: 10.5, Brown
Kohl's
Free shipping
$80.00
Dockers® Esmond Men's Ankle Boots, Size: 10.5, Brown
Kohl's
Free shipping
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Comfort|Cushioned|Memory Foam
JCPenney
6K+
Free shipping
20% off
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Comfort|Cushioned|Memory Foam
JCPenney
6K+
$65.99
$109.99
VANCE Yukkon Men's Padded Collar Ankle Boots, Size: 10.5, Black
Kohl's
Free shipping
40% off
$65.99
$109.99
VANCE Yukkon Men's Padded Collar Ankle Boots, Size: 10.5, Black
Kohl's
Free shipping
$164.99
Florsheim Essex Moc Toe Boot | Men's | Burgundy | Size 13 | Boots
DSW
Free shipping
$164.99
Florsheim Essex Moc Toe Boot | Men's | Burgundy | Size 13 | Boots
DSW
Free shipping
$39.99
$44.99
Finishing & Sewing Men's Dress Cap Toe Oxford Boots, Lace Up Ankle Derby Boots
Amazon.com
4
Free shipping
11% off
$39.99
$44.99
Finishing & Sewing Men's Dress Cap Toe Oxford Boots, Lace Up Ankle Derby Boots
Amazon.com
4
$164.99
Florsheim Essex Moc Toe Boot | Men's | Black | Size 10.5 | Boots
DSW
150
Free shipping
$164.99
Florsheim Essex Moc Toe Boot | Men's | Black | Size 10.5 | Boots
DSW
150
$96.00
$120.00
Nunn Bush® Karnak Men's Leather Moc Toe Ankle Boots, Size: 8.5, Brown Crazy Horse
Kohl's
Free shipping
20% off
$96.00
$120.00
Nunn Bush® Karnak Men's Leather Moc Toe Ankle Boots, Size: 8.5, Brown Crazy Horse
Kohl's
Free shipping
$149.99
Florsheim Midtown Plain Toe Boot | Men's | Cognac | Size 8.5 | Boots
DSW
284
Free shipping
$149.99
Florsheim Midtown Plain Toe Boot | Men's | Cognac | Size 8.5 | Boots
DSW
284
$68.99
J's.O.L.E Men's Western Cowboy Boots Square Toe Ankle Boot For Men Chelsea Dress Casual Boots
Amazon.com
30
Free shipping
$68.99
J's.O.L.E Men's Western Cowboy Boots Square Toe Ankle Boot For Men Chelsea Dress Casual Boots
Amazon.com
30
$88.99
FRASOICUS Men's Chelsea Boots Mens Genuine Leather Dress Boots
Amazon.com
105
Free shipping
$88.99
FRASOICUS Men's Chelsea Boots Mens Genuine Leather Dress Boots
Amazon.com
105
$63.26
$89.99
Mens Fashion Dress Boots - Black Genuine Leather Classic Brogue Style Oxford Ankle Boots
Amazon.com
131
Free shipping
29% off
$63.26
$89.99
Mens Fashion Dress Boots - Black Genuine Leather Classic Brogue Style Oxford Ankle Boots
Amazon.com
131
$39.77
$75.00
Deer Stags Men's Bangor Chukka Boot Redwood Smooth 8.5
Amazon.com
925
Free shipping
46% off
$39.77
$75.00
Deer Stags Men's Bangor Chukka Boot Redwood Smooth 8.5
Amazon.com
925
$47.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Memory Foam
JCPenney
21
52% off
$47.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Memory Foam
JCPenney
21
$49.99
$56.99
Bruno Marc Men's Dress Ankle Boots Cap Toe Oxford Boot
Amazon.com
1K+
Free shipping
12% off
$49.99
$56.99
Bruno Marc Men's Dress Ankle Boots Cap Toe Oxford Boot
Amazon.com
1K+
$78.00
$130.00
Stacy Adams Men's Maury Cap Toe Chelsea Boots - Black - Size 8m
Macy's
2
Free shipping
40% off
$78.00
$130.00
Stacy Adams Men's Maury Cap Toe Chelsea Boots - Black - Size 8m
Macy's
2
$169.99
Stacy Adams Madison Cap Toe Bootie | Men's | Black/White | Size 8 | Boots
DSW
Free shipping
$169.99
Stacy Adams Madison Cap Toe Bootie | Men's | Black/White | Size 8 | Boots
DSW
Free shipping
$74.99
$99.99
Deer Stags Men's Garfield Supro Inside Comfort Dress Chukka Boots (Coffee) - Size 9.5 m
Famous Footwear
25% off
$74.99
$99.99
Deer Stags Men's Garfield Supro Inside Comfort Dress Chukka Boots (Coffee) - Size 9.5 m
Famous Footwear
$92.00
$115.00
Nunn Bush® 1912 Men's Leather Ankle Boots, Size: 11.5, Black Ch
Kohl's
Free shipping
20% off
$92.00
$115.00
Nunn Bush® 1912 Men's Leather Ankle Boots, Size: 11.5, Black Ch
Kohl's
Free shipping
$74.99
Polar Fox Men's Ankle Dress Boots | Lace-Up Casual Fashion Boot Collection | Cap Toe & Plain Toe Styles
Amazon.com
752
Free shipping
$74.99
Polar Fox Men's Ankle Dress Boots | Lace-Up Casual Fashion Boot Collection | Cap Toe & Plain Toe Styles
Amazon.com
752
$47.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 8 1/2 | Boots Chelsea Boots | Memory Foam
JCPenney
21
52% off
$47.99
$100.00
St. John's Bay Mens Rutland Flat Heel Chelsea Boots | Brown | Regular 8 1/2 | Boots Chelsea Boots | Memory Foam
JCPenney
21
$140.00
$150.00
BORN Men's Ryker Chukka Boot
Amazon.com
Free shipping
$140.00
$150.00
BORN Men's Ryker Chukka Boot
Amazon.com
Free shipping
$695.00
Magnanni Men's Leather Ankle Boots, Tabaco, Men's, 8.5, Boots Ankle Boots & Booties
Neiman Marcus
Free shipping
$695.00
Magnanni Men's Leather Ankle Boots, Tabaco, Men's, 8.5, Boots Ankle Boots & Booties
Neiman Marcus
Free shipping
$150.00
Florsheim Midtown Plain Toe Zipper Boots Men's Dress Zip Boots Cognac : 8 m (D), Leather
Zappos
286
$150.00
Florsheim Midtown Plain Toe Zipper Boots Men's Dress Zip Boots Cognac : 8 m (D), Leather
Zappos
286
$57.59
$90.00
Vance Co Mens Landon Stacked Heel Chelsea Boots | Brown | Regular 10 | Boots Dress Boots | Comfort|Lightweight | Holiday Gifts
JCPenney
Free shipping
36% off
$57.59
$90.00
Vance Co Mens Landon Stacked Heel Chelsea Boots | Brown | Regular 10 | Boots Dress Boots | Comfort|Lightweight | Holiday Gifts
JCPenney
Free shipping
$100.38
$115.00
STACY ADAMS Mens Sandoval Heeled Ankle Boot
Amazon.com
154
Free shipping
12% off
$100.38
$115.00
STACY ADAMS Mens Sandoval Heeled Ankle Boot
Amazon.com
154
$92.00
$115.00
Vance Co Mens Block Heel Chelsea Boots | Black | Regular 10 | Boots Chelsea Boots | Comfort
JCPenney
Free shipping
20% off
$92.00
$115.00
Vance Co Mens Block Heel Chelsea Boots | Black | Regular 10 | Boots Chelsea Boots | Comfort
JCPenney
Free shipping
The Perfect Morning Routine Every Man Should Do (Science Based)
8:55
The Perfect Morning Routine Every Man Should Do (Science Based)
2M viewsJun 18, 2023
YouTubeTeachingmensfashion
Learn from the Most Stylish Men in the world. Fashionable and Stylish Outfits For Men. Men's fashion
10:07
Learn from the Most Stylish Men in the world. Fashionable and Stylis…
804.4K viewsOct 25, 2023
YouTubeMILAN ON TREND
best hairstyles for guys in 2024
2:11
best hairstyles for guys in 2024
2.7M viewsMar 4, 2023
YouTubeOnPointFresh
How to Wear A Blazer With Jeans | Casual Men’s Fashion | Spring Outfit Inspiration
8:16
How to Wear A Blazer With Jeans | Casual Men’s Fashion | Spring Ou…
1.6M viewsMay 21, 2019
YouTubeOne Dapper Street
10 Stylish Summer Outfits for Men | Men's Fashion Tips
6:58
10 Stylish Summer Outfits for Men | Men's Fashion Tips
336.3K viewsJul 23, 2022
YouTubeAlex Costa
100 Years of Fashion: Men’s Underwear ★ Glam.com
3:34
100 Years of Fashion: Men’s Underwear ★ Glam.com
11.3M viewsJun 8, 2016
YouTubeGlam, Inc.
The 5 BEST Medium Length Hairstyles For Men In 2024! #menshairstyles
5:17
The 5 BEST Medium Length Hairstyles For Men In 2024! #mens…
177.4K viewsFeb 29, 2024
YouTubePete & Pedro
10:56
6 Fashion Rules Men Should Follow
1.3M viewsJun 29, 2023
YouTubeTeachingmensfashion
13:14
"Male Wellness Massages: Everything You Need to Know for …
25.1K viewsNov 7, 2024
YouTubeUnexpected Kindness Tales
4:52
Men's all-around highlights | Tokyo Replays
529.3K viewsAug 24, 2021
YouTubeOlympics
11:05
Men's Jeans Fit Guide | The Best Style Jeans For Your Physique
1.8M viewsNov 27, 2018
YouTubeBen Arthur
18:48
#DGFW23 Men's Fashion Show "Essenza"
793.6K viewsJan 16, 2023
YouTubeDolce&Gabbana
18:41
Tips on How to Pose Men
4.6M viewsJun 5, 2021
YouTubeJerry Ghionis
2:49
The Bold Beauty of Hairy Men | Embracing Natural Masculinity Lik…
948 views5 months ago
YouTubeHairy hub
9:23
Kegel Exercises For Men (Pelvic Floor Exercises)
7.1M viewsFeb 28, 2023
YouTubeWORKOUT
9:30
From Skinny Dipping at the "Y" to Board Shorts: Men's Body Image …
257.8K viewsJun 10, 2023
YouTube808spelunk
21:42
Very GOOD Looking Muscular Men | Most Handsome Bodybuilder 202…
9.9K viewsJun 1, 2021
YouTubeMUSCLE 2.0
1:09:28
Boyz II Men Best R&B Songs Playlist Ever ~ Greatest Hits Of Ful…
477.2K views8 months ago
YouTubeThe 90s Mix
See more videos
Static thumbnail place holder

Short videos

0:44
Movies on Instagram: "In Malcolm X (1992), Denzel W…
4.7M views3 weeks ago
Instagramfuckinggoodmovies
3:00
Turning Molten Metal into Urban Armor -Manhole Cov…
605.3K views1 week ago
YouTubeMen Workz
1:09
India clinch maiden World Cup trophy | CWC25
14.6M views2 weeks ago
YouTubeICC
1:00
Instagram
4.6M views1 month ago
Instagramfindingoodmovie
1:22
Kishor Naruka on Instagram: "Craziest Survival Story (3…
14.2M views4 weeks ago
Instagramprofessorofhow
0:05
Hair Challenge: 401 Days Without Cutting Until Man …
1.6M views1 week ago
TikToktheunitedstrand
0:14
Exploring Popular Cosplay Sounds and Themes
1.8M views1 week ago
TikTokupminaa.cos
0:36
#guess
7.7M views4 weeks ago
YouTubeAman
1:41
#fyp #sudan #truth #iron #soil I hope this clears thin…
1.3M views2 weeks ago
TikTokav.g33k13.extras
0:27
We all do it... every single one of us.
24.4M views1 month ago
YouTubeJaka Parker
2:59
Haircuts for men are one of the most important parts o…
13.3K views2 weeks ago
TikTokjakewoolfstyle
0:46
The 3 Most POPULAR Long Hairstyles For Men Right N…
420.8K views1 month ago
YouTubeStyle With Faizy
0:23
Let me know when you see it!!! 🙄 I’m just giving him a ri…
806.1K views2 weeks ago
TikToktiarraaas
1:10
Please support the Sudanese people by speaking up, do…
805K views2 weeks ago
TikToktheesudani
0:24
years of yearning for jimin, the devotion #jimin #leek #l…
858.3K views2 weeks ago
TikTokleemingguki
0:19
Welcome back, lads! 👋
376.9K views1 week ago
YouTubeEngland
1:11
I am SO Proud of New York City!🥹 Go Zohran! | nyc mara…
726.6K views2 weeks ago
TikTokitsdeaann
0:06
Single life #curvy #livingalone #noboyfriend …
240.5K views1 week ago
TikTokwalnut.amnesia
0:10
alex (@10uvatmylocation)’s video of mike jackson big n…
244.7K views1 week ago
TikTok10uvatmylocation
1:02
How’d you know I’m from Russia? | average russian …
161.2K views1 week ago
TikToksquidamii
Static thumbnail place holder

Shop Men's Dress Ankle Boots

Sponsored
About our ads
$1,325.00
Hermès - Fresh Ankle Boot, Men's, Leather, Beige/Natural
Hermès
Free shipping
$1,325.00
Hermès - Fresh Ankle Boot, Men's, Leather, Beige/Natural
Hermès
Free shipping
$92.00
$115.00
STACY ADAMS Men's Sotaro Heeled Ankle Boot
Amazon.com
50
Free shipping
20% off
$92.00
$115.00
STACY ADAMS Men's Sotaro Heeled Ankle Boot
Amazon.com
50
$116.10
$135.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
Free shipping
14% off
$116.10
$135.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion
Amazon.com
2K+
$139.46
$154.63
Florsheim Men's, Rucci Wingtip Lace Boot
Amazon.com
25
Free shipping
$139.46
$154.63
Florsheim Men's, Rucci Wingtip Lace Boot
Amazon.com
25
$127.50
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion Black 7.5
Amazon.com
2K+
Free shipping
15% off
$127.50
$150.00
Florsheim Men's Medfield Plain Toe Zip Boot Fashion Black 7.5
Amazon.com
2K+
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 12 | Boots
DSW
1
Free shipping
$149.99
Florsheim Duke Bicycle Toe Boot | Men's | Cognac | Size 12 | Boots
DSW
1
$99.99
Santimon Men's Ankle Genuine Leather Dress Fashion Zipper Pointed Toe Casual Boots
Amazon.com
323
Free shipping
$99.99
Santimon Men's Ankle Genuine Leather Dress Fashion Zipper Pointed Toe Casual Boots
Amazon.com
323
$98.88
Florsheim Men's Neufeld Chukka Boot
Amazon.com
26
Free shipping
$98.88
Florsheim Men's Neufeld Chukka Boot
Amazon.com
26
$129.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 8.5 | Boots
DSW
1
Free shipping
$129.99
Florsheim Rucci Chelsea Boot | Men's | Cognac | Size 8.5 | Boots
DSW
1
$76.00
$95.00
Nunn Bush® Excavate Men's Plain Toe Ankle Boots, Size: 9.5, Brown
Kohl's
Free shipping
20% off
$76.00
$95.00
Nunn Bush® Excavate Men's Plain Toe Ankle Boots, Size: 9.5, Brown
Kohl's
Free shipping
$80.00
Dockers® Esmond Men's Ankle Boots, Size: 10.5, Brown
Kohl's
Free shipping
$80.00
Dockers® Esmond Men's Ankle Boots, Size: 10.5, Brown
Kohl's
Free shipping
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Comfort|Cushioned|Memory Foam
JCPenney
6K+
Free shipping
20% off
$60.00
$75.00
Deer Stags Mens Rockland Block Heel Chelsea Boots | Black | Regular 8 1/2 | Boots Chelsea Boots | Comfort|Cushioned|Memory Foam
JCPenney
6K+
$65.99
$109.99
VANCE Yukkon Men's Padded Collar Ankle Boots, Size: 10.5, Black
Kohl's
Free shipping
40% off
$65.99
$109.99
VANCE Yukkon Men's Padded Collar Ankle Boots, Size: 10.5, Black
Kohl's
Free shipping
$164.99
Florsheim Essex Moc Toe Boot | Men's | Burgundy | Size 13 | Boots
DSW
Free shipping
$164.99
Florsheim Essex Moc Toe Boot | Men's | Burgundy | Size 13 | Boots
DSW
Free shipping
$39.99
$44.99
Finishing & Sewing Men's Dress Cap Toe Oxford Boots, Lace Up Ankle Derby Boots
Amazon.com
4
Free shipping
11% off
$39.99
$44.99
Finishing & Sewing Men's Dress Cap Toe Oxford Boots, Lace Up Ankle Derby Boots
Amazon.com
4
$164.99
Florsheim Essex Moc Toe Boot | Men's | Black | Size 10.5 | Boots
DSW
150
Free shipping
$164.99
Florsheim Essex Moc Toe Boot | Men's | Black | Size 10.5 | Boots
DSW
150
$96.00
$120.00
Nunn Bush® Karnak Men's Leather Moc Toe Ankle Boots, Size: 8.5, Brown Crazy Horse
Kohl's
Free shipping
20% off
$96.00
$120.00
Nunn Bush® Karnak Men's Leather Moc Toe Ankle Boots, Size: 8.5, Brown Crazy Horse
Kohl's
Free shipping
$149.99
Florsheim Midtown Plain Toe Boot | Men's | Cognac | Size 8.5 | Boots
DSW
284
Free shipping
$149.99
Florsheim Midtown Plain Toe Boot | Men's | Cognac | Size 8.5 | Boots
DSW
284