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Rush By Gordon Rush Leather Boot

Gilt

Rush By Gordon Rush Leather Boot

$265 $100

At Gilt

Color/material: chestnut leather Design details: brass-tone hardware Lace-up closure Lightly padded leather insole Rubber lug sole 1.25in heel 4.5in shaft Please note: All measurements are approximate and were taken from a size 9; slight variations may occur. Imported. Buy from Gilt
Wyatt Suede Chelsea Boots - Mens - Black

Saint Laurent

Wyatt Suede Chelsea Boots - Mens - Black

$895

At Matchesfashion.com

Saint Laurent - Chelsea boots are synonymous with the swinging sixties and Saint Laurent's black Wyatt pair is an ode to the house's rock 'n' roll heritage. They're made in Italy from soft suede with a squared-off point toe, elasticated side gussets and a small slightly slanted stacked heel.. Buy from MATCHESFASHION.COM
Louis High-top Chevron-panel Leather Trainers - Mens - Black

Christian Louboutin

Louis High-top Chevron-panel Leather Trainers - Mens - Black

$965

At Matchesfashion.com

Christian Louboutin - Christian Louboutin's black high-top Louis trainers are inset with a chevron-jacquard panel for a high-fashion take on sportswear influences. They're expertly crafted in Italy from smooth leather outlined with suede trim and set on a rubber sole with a flash of hallmark red underneath. Choose them as refined finishes to jeans and trousers alike.. Buy from MATCHESFASHION.COM
8 Pig Tails Suede Chukka Boots - Mens - Khaki

Yuketen

8 Pig Tails Suede Chukka Boots - Mens - Khaki

$521 $312

At Matchesfashion.com

Yuketen - Yuketen's tan suede 8 Pig Tails boots combine the artisanal, hand-sewn construction of moccasins with a chunky Vibram sole for a contemporary result. They're made in the USA and are accented with top-edge panels fastened with brown leather laces and decorative knots. The fit runs according to size.. Buy from MATCHESFASHION.COM
Kai Waterproof Chelsea Boot

Blondo

Kai Waterproof Chelsea Boot

$150

At Nordstrom

Waterproof construction defines a sleek, stylish Chelsea boot with twin elastic gores for an easy fit. Style Name: Blondo Kai Waterproof Chelsea Boot (Men). Style Number: 5894307 1.. Buy from Nordstrom
Inc Dusty Buckle-Chain Boots, Created for Macy's Men's Shoes

Inc International Concepts

Inc Dusty Buckle-Chain Boots, Created for Macy's Men's Shoes

$110

At Macy's

Buckled straps and chain hardware lend daring attitude to the slightly western feel of the stylish Dusty Chelsea boots from I.n.c. International Concepts.. Buy from Macy's
Aquatalia Gavin Weatherproof Suede Oxford

Gilt

Aquatalia Gavin Weatherproof Suede Oxford

$550 $160

At Gilt

About the brand: Sophisticated styles to weather it all. Gavin Suede Oxford in brown leather with weatherproof construction Buckle closure Leather insole Leather and Rubber sole Made in Italy. Buy from Gilt
Fireside Suede And Shearling Slippers - Mens - Grey

Quoddy

Fireside Suede And Shearling Slippers - Mens - Grey

$178

At Matchesfashion.com

Quoddy - Quoddy's grey Fireside slippers are constructed through a traditional moccasin technique that includes handstitching and twin-face shearling for a comfortable finish. They're trimmed in buffed black leather on the logo-debossed tongue and cuff, then woven with light grey leather laces that cinch the silhouette for a personalised fit.. Buy from MATCHESFASHION.COM
Valido Suede Red Sole Chelsea Boots

Christian Louboutin

Valido Suede Red Sole Chelsea Boots

$1,295

At Bergdorf Goodman

Christian Louboutin "Valido" boots in calf suede. Stacked heel. Round toe. Adjustable ankle buckle strap. Side zip eases dress. Pull-tab at back of collar. Signature red leather outsole. Made in Italy.. Buy from Bergdorf Goodman
Reconstructed High-top Cotton-canvas Trainers - Mens - Multi

Amiri

Reconstructed High-top Cotton-canvas Trainers - Mens - Multi

$695 $347

At Matchesfashion.com

Amiri - The reconstructed silhouette of Amiri's high-top trainers is decorated with scenic coastal motifs to capture the vibrant essence of Los Angeles. They're crafted in Italy from hard-wearing cotton canvas to a round-toe profile and finished with a reinforced rubber sole and lace front.. Buy from MATCHESFASHION.COM
Douglas Shearling-lined Suede Slippers - Mens - Beige

Derek Rose

Douglas Shearling-lined Suede Slippers - Mens - Beige

$145

At Matchesfashion.com

Derek Rose - Derek Rose's khaki-beige Douglas slippers are lined with shearling to bring a cosy feel to your loungewear roster. They're crafted in the UK from plush suede leather to a backless silhouette with a small heel and cushioned footbed for optimal comfort.. Buy from MATCHESFASHION.COM
Campo Suede-trimmed Leather Trainers - Mens - Khaki White

Veja

Campo Suede-trimmed Leather Trainers - Mens - Khaki White

$145

At Matchesfashion.com

Veja - Veja uses locally sourced and consciously produced leather to create its signature Campo trainers, including this contemporary white style. They're crafted in Porto Alegre, Brazil, to a classic low-top silhouette with khaki-brown suede V-logo appliqué, then set on a robust cream rubber sole.. Buy from MATCHESFASHION.COM
Jared Lang Como Leather Low Top Sneaker

Gilt

Jared Lang Como Leather Low Top Sneaker

$299 $110

At Gilt

Color/material: black leather Leather padded insole Rubber sole Made in Italy. Buy from Gilt
Leather Derby Brogues - Mens - Black

Brioni

Leather Derby Brogues - Mens - Black

$975

At Matchesfashion.com

Brioni - Underscore looks with Brioni's black brogues for a timeless air. Hand crafted by artisans in Italy from smooth leather, they have classic Derby quarters that secure with laces and a streamlined Blake-stitched sole.. Buy from MATCHESFASHION.COM
Kenton Monk-strap Leather Shoes - Mens - Black

John Lobb

Kenton Monk-strap Leather Shoes - Mens - Black

$1,665

At Matchesfashion.com

John Lobb - John Lobb's black Kenton shoes are the refined result of an 190-step production process, demonstrating the label's exacting approach to craftsmanship. They're handmade from robust leather in Northampton with a rounded point toe complemented by a single buckled monk strap.. Buy from MATCHESFASHION.COM
Brooks Brothers Peal & Co. Medallion Perforated Leather Captoe

Gilt

Brooks Brothers Peal & Co. Medallion Perforated Leather Captoe

$698 $245

At Gilt

About the brand: Classic designs that marry style and function. Peal & Co. Medallion Perforated Leather Captoe in dark red Captoe shoes, made from genuine calfskin leather, has perforated details that make an elegant statement when paired with your favorite suit. Goodyear welt construction. Leather sole and lining. Tone-on-tone stitching. Made in . Leather. Buy from Gilt
NAPPA LEATHER SLIPPERS

Cos

NAPPA LEATHER SLIPPERS

$125

At Cos

Slide on comfort. Made from a buttery nappa leather, these slippers have a comfortable sole. Elevate your loungewear. - Leather slipper - Lined Shell: 100% Cow nappa, Sole: 100% Thermoplastic rubber. Buy from COS
1461 Lace-up Leather Derby Shoes - Mens - Black

Dr. Martens

1461 Lace-up Leather Derby Shoes - Mens - Black

$130

At Matchesfashion.com

Dr. Martens - Dr. Martens's signature black 1461 Derby shoes are modelled on an archived style that was first introduced in the 1960s. They're crafted from smooth leather with lace-up eyelets and a Goodyear-welted midsole accented by orange topstitching, then set on a chunky rubber sole.. Buy from MATCHESFASHION.COM
LACE-UP LEATHER DERBY SHOES

Cos

LACE-UP LEATHER DERBY SHOES

$225 $113

At Cos

Classic footwear for every occasion. Designed from smooth leather, these derby shoes are a timeless addition to every wardrobe. - Round toe - Lace-up front - Leather insole - Low stacked heel - Stacked leather sole 100% Leather / Lining: 100% Leather / Sole: 100% Thermoplastic rubber. Buy from COS
Falmouth Square-toe Leather Oxford Shoes - Mens - Burgundy

Church's

Falmouth Square-toe Leather Oxford Shoes - Mens - Burgundy

$535

At Matchesfashion.com

Church's - These burgundy Falmouth shoes by Church's are named after a picturesque seaside town in Cornwall, England. They're made in the UK with a squared toe and an Oxford lacing system, then set on a small stacked heel.. Buy from MATCHESFASHION.COM
Jasper Web-stripe Leather Derby Shoes - Mens - Black

Gucci

Jasper Web-stripe Leather Derby Shoes - Mens - Black

$820

At Matchesfashion.com

Gucci - Gucci strikes a nostalgic chord with these black Jasper Derby shoes, which feature signature green and red Web-stripe grosgrain trim running around the top. They're crafted in Italy with a round toe and set on a functional rubber tread sole.. Buy from MATCHESFASHION.COM
Tie-Dye Calf Hair Chelsea Boots

Alexander Mcqueen

Tie-Dye Calf Hair Chelsea Boots

$1,190 $892

At Bergdorf Goodman

Alexander McQueen Chelsea boot in tie-dyed calf hair (Italy). Block heel; round toe. Elastic side goring. Pull-on style; tabbed back collar. Leather outsole. Made in Italy.. Buy from Bergdorf Goodman
Aquatalia Robby Weatherproof Leather Loafer

Rue La La

Aquatalia Robby Weatherproof Leather Loafer

$150

At Rue La La

About the brand: Sophisticated styles to weather it all. Robby Leather Loafer in cognac leather with weatherproof construction Lightly padded insole Rubber sole Made in Italy. Buy from Rue La La
Holden Plain Toe Derby

Johnston & Murphy

Holden Plain Toe Derby

$139

At Nordstrom

A bit of smart broguing touches up a handsome derby built from tumbled nubuck leather and featuring memory-foam cushioning and an ultralight sole. Style Name: Johnston & Murphy Holden Plain Toe Derby (Men). Style Number: 6055275.. Buy from Nordstrom