Men's Ankle Boots
Men's Ankle Boots
-47%
Moma
Ankle boots Black
$278.00
$528.00
Yoox.com
Wolf & Shepherd
Closer Leather Chelsea Boot Black
$94.00
Rue La La
-47%
Moma
Ankle boots Black
$293.00
$558.00
Yoox.com
Clarks
Radlett Suede Boot Beige
$85.00
Rue La La
-56%
Tod's
Ankle boots Blue
$284.00
$645.00
Yoox.com
Lee
Roman Boot
$49.99
Rue La La
-89%
Angelo Pallotta
Ankle boots Gray
$55.00
$484.00
Yoox.com
Dune London
Carden Leather Boot Brown
$89.99
Rue La La
-58%
Bally
Ankle boots Black
$349.00
$830.00
Yoox.com
Tod's
Leather Boot Black
$299.99
Rue La La
-32%
Replay
Ankle boots Black
$172.00
$254.00
Yoox.com
Lee
Roman Boot Black
$49.99
Rue La La
-49%
Bottega Veneta
Mens Dark Gray Suede Side Zipper Lace Up Boot (44 EU / 11 US)
$420.00
$820.00
LUX LAIR
Antonio Maurizi
Leather Boot Brown
$220.99
Rue La La
-31%
Moma
Ankle boots Gray
$347.00
$501.00
Yoox.com
Ferragamo
Nono Leather Boot
$357.00
Rue La La
-35%
Moma
Ankle boots Black
$387.00
$596.00
Yoox.com
Gucci
Leather Boot Black
$424.99
Rue La La
-32%
Lumberjack
Marrone Leather Men Mens Sneaker Brown
$159.00
$235.00
LUX LAIR
Valentino
Leather Boot Black
$324.99
Rue La La
-52%
Alberto Guardiani
Ankle boots Blue
$110.00
$227.00
Yoox.com
Ferragamo
Suede Derby Brown
$340.99
Rue La La
-38%
Tod's
Ankle boots Green
$398.00
$645.00
Yoox.com
Tod's
Suede-Trim Boot Black
$269.99
Rue La La
-71%
Dolce & Gabbana
Black Slip On Wave Quilted Sneakers Mens Shoes (Pre-Owned)
$535.00
$1,827.00
LUX LAIR
Ferragamo
Leather Boot Black
$719.99
Rue La La
-48%
Calpierre
Ankle boots Black
$247.00
$474.00
Yoox.com
-65%
Dolce & Gabbana
White Leather Chelsea SlipOn Ankle Boots Mens Shoes (Pre-Owned)
$511.00
$1,461.00
LUX LAIR
-56%
Random Identities
Ankle boots Black
$390.00
$888.00
Yoox.com
-57%
Dolce & Gabbana
Black Leather Lace Up Mid Calf Boots Mens Shoes
$544.00
$1,264.00
LUX LAIR
-47%
Moma
Ankle boots Brown
$278.00
$528.00
Yoox.com
-65%
Dolce & Gabbana
Silver Padded Mid Calf Lace Up Boots Mens Shoes (Pre-Owned)
$517.00
$1,490.00
LUX LAIR
-23%
John Richmond
Ankle boots Black
$554.00
$723.00
Yoox.com
-58%
Dolce & Gabbana
Black Leather Ankle Boots Slip On Mens Shoes
$630.00
$1,508.00
LUX LAIR
-60%
Fratelli Borgioli
Ankle boots Blue
$200.00
$505.00
Yoox.com
-59%
Dolce & Gabbana
Black Leather Logo Ankle Boots Studded Mens Shoes
$716.00
$1,740.00
LUX LAIR
-37%
Moma
Ankle boots Brown
$252.00
$403.00
Yoox.com
-67%
Dolce & Gabbana
White Lambskin Leather Mid Calf Boots Mens Shoes (Pre-Owned)
$671.00
$2,006.00
LUX LAIR
-31%
Moma
Ankle boots Black
$347.00
$501.00
Yoox.com
To Boot New York
Belvedere Zip Boot in Nero at Nordstrom, Size 10.5
$595.00
Nordstrom
-36%
Moma
Ankle boots Black
$371.00
$579.00
Yoox.com
-59%
Dolce & Gabbana
Black Leather Logo Buckle Mid Calf Boots Mens Shoes
$756.00
$1,856.00
LUX LAIR
-57%
Tod's
Ankle boots Beige
$342.00
$794.00
Yoox.com
-31%
Moma
Ankle boots Gray
$288.00
$415.00
Yoox.com
Dingo
Banner Western Boot in Plantain at Nordstrom, Size 11
$169.95
Nordstrom
-50%
Jil Sander
Boots Black
$741.00
$1,468.00
Yoox.com
-59%
Dolce & Gabbana
Black Studded Lace Up Mid Calf Boots Mens Shoes
$842.00
$2,070.00
LUX LAIR
-64%
TSD12
Ankle boots Blue
$101.00
$280.00
Yoox.com
-59%
Dolce & Gabbana
Black Logo Plaque Mid Calf Biker Boots Mens Shoes
$903.00
$2,227.00
LUX LAIR
-52%
Wow
Ankle boots Blue
$96.00
$201.00
Yoox.com
-60%
Dolce & Gabbana
Black Chelsea Men Short Ankle Boots Mens Shoes
$927.00
$2,319.00
LUX LAIR
-27%
Alexander McQueen
Ankle boots Black
$842.00
$1,159.00
Yoox.com
-60%
Dolce & Gabbana
Black Studded Chelsea Short Ankle Boots Mens Shoes
$988.00
$2,476.00
LUX LAIR
-35%
Burberry
Sneakers Black
$850.00
$1,306.00
Yoox.com
-61%
Dolce & Gabbana
Black Crystal Strass Mid Calf Short Boots Mens Shoes
$1,312.00
$3,345.00
LUX LAIR
-29%
Fedeni
Ankle boots Blue
$153.00
$214.00
Yoox.com
-70%
Dolce & Gabbana
Black Crocodile Leather Derby Boots Mens Shoes
$2,685.00
$8,870.00
LUX LAIR
-33%
Moma
Ankle boots Blue
$327.00
$485.00
Yoox.com
-40%
Tom Ford
Kenneth suede ankle boots Brown
$1,470.00
$2,450.00
Mytheresa
-28%
Brimarts
Ankle boots Blue
$167.00
$231.00
Yoox.com
-60%
Dolce & Gabbana
Metallic Silver Leather Buckle Ankle Boots Mens Shoes
$876.00
$2,180.00
LUX LAIR
-30%
MC2 Saint Barth
Ankle boots Blue
$117.00
$168.00
Yoox.com
-60%
Dolce & Gabbana
Gray Cotton Velvet Mid Calf Short Boots Mens Shoes
$927.00
$2,308.00
LUX LAIR
-38%
Tod's
Ankle boots Blue
$398.00
$645.00
Yoox.com
-60%
Dolce & Gabbana
Multicolor Leopard Mid Calf Boots Mens Shoes
$1,159.00
$2,928.00
LUX LAIR
-40%
Andrea Ventura
Ankle boots Blue
$354.00
$588.00
Yoox.com
-60%
Dolce & Gabbana
Multicolor Chelsea Short Ankle Boots Mens Shoes
$1,159.00
$2,928.00
LUX LAIR
-63%
Dsquared2
Ankle boots Blue
$371.00
$1,007.00
Yoox.com
-30%
Cerruti
Ankle boots Black
$334.00
$477.00
Yoox.com
-60%
Dolce & Gabbana
White Strass DG Logo Heels Ankle Boots Mens Shoes
$1,142.00
$2,887.00
LUX LAIR
-33%
Melluso
Ankle boots Blue
$113.00
$168.00
Yoox.com
-28%
Moma
Ankle boots Beige
$356.00
$495.00
Yoox.com
-33%
Moma
Ankle boots Black
$327.00
$485.00
Yoox.com
-41%
Moma
Ankle boots Black
$350.00
$593.00
Yoox.com
-40%
HOLO Footwear
Athena Chuckka Shoe in Black at Nordstrom, Size 10.5
$42.00
$70.00
Nordstrom
-35%
Moma
Ankle boots Black
$397.00
$614.00
Yoox.com
-41%
Tod's
Ankle boots Blue
$442.00
$753.00
Yoox.com
-34%
Ambitious
Ankle boots Black
$130.00
$196.00
Yoox.com
-41%
Dondup
Ankle boots Black
$336.00
$571.00
Yoox.com
-42%
Tod's
Ankle boots Green
$330.00
$565.00
Yoox.com
The Best Ankle Boot-Bottom Pairings
The Best Ankle Boot-Bottom Pairings
Some pairs are a match made in wardrobe heaven. Cooler than jeans and a tee, and more casual than a suit and tie, we deem the following ankle boot, trouser combos the best of any and all fashion pairings.
Jeans
No matter if they’re dark washed and straight-legged or bright white and skinny, team your favorite denim with a killer ankle boot to match.
Why: From the rowdy and rebellious to the prim and proper, the best of the stylish best have donned denim perfection with their favorite footwear. We think it’s time you paired the beloved bottom with ankle boots that are just as cool.
How: Find a cut and color that fit your style best. Are you clean cut and casual? If so, find comfort in a pair dark blue, slim fit jeans and a suede ankle boot. Looking to don something a bit more daring? Roll the hems of an inky black skinny and style the bottoms with studded, leather ankle boots.
Cropped Trousers
Hitting just at your ankle and floating casually above the neck of your boot, there’s something so polished and proper about a perfectly cropped trouser and ankle boot combo.
Why: The clean cut of a cropped pant offers a playful juxtaposition against the edgier appearance of an ankle boot.
How: Turn up the contrast and team a cool colored cropped trouser in blue, olive or burnt orange with a sinister, black ankle boot. Go for texture and find a boot made of lush velvet or buttery leather.
Suits
Bring a cool kid look to your suits with the help of a bad boy ankle boot.
Why: Unleash your inner rocker and get noticed by HR for all of the right reasons. The boot works as an unconventional office-appropriate option that brings more personality to your corporatewear than those loafers ever could.
How: Keep things neutral and pair a matte black ankle boot with a bespoke, gray suit. Not only will the monochrome look play in your favor, you’ll also be able to get the most wear out of a black shoe.
Challenge monogamy and pair your ankle boots with any of these three bottoms for a dapper look that can’t be beat.
Finding your ankle boots' perfect match starts with finding the perfect ankle boot.
This season’s trends
- Dolce & Gabbana sandals
- Ecco sandals
- Gray Nike shorts
- Straw hats for men
- Prada sandals for women
- Swim trunks for women
- Moschino sandals
- Gucci shorts for men
- Gucci sandals
- Linen shirts for men
- Dr. Martens sandals
- Nike summer shoes for women
- Skechers summer shoes for women
- Clarks summer shoes for women
- HUGO BOSS sandals
- Cargo shorts for women
- Nike summer shoes for men
- Off-white sandals
- Skechers sandals
- Skechers sandals for women
- Lee shorts for women
- Amiri shorts
- Clarks sandals for women
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