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Brooks Brothers Classic Leather Penny Loafer

Gilt

Brooks Brothers Classic Leather Penny Loafer

$248 $85

At Gilt

About the brand: Classic designs that marry style and function. Classic Leather Penny Loafer in dark red Classic penny loafers, made from calfskin leather. Leather sole. Leather lining. Tone-on-tone stitching. Leather Imported. Buy from Gilt
CHUNKY ZIPPED LEATHER BOOTS

Cos

CHUNKY ZIPPED LEATHER BOOTS

$285

At Cos

Striding into the new season. Fabricated from smooth leather, these boots are offset with a chunky sole made from recycled rubber. - Round toe - Zip fastening at the back - Leather insole - Chunky rubber sole 100% Leather / Lining: 100% Leather / Sole: 100% Recycled thermoplastic rubber. Buy from COS
Lace-up Suede Deck Shoes - Mens - Brown

Brunello Cucinelli

Lace-up Suede Deck Shoes - Mens - Brown

$795

At Matchesfashion.com

Brunello Cucinelli - Brunello Cucinelli's brown deck shoes are inspired by traditional nautical styles and have a flat, rubber sole, originally designed to provide grip on a wet surface without damaging the boat. Crafted in Italy, they have a supple suede upper with a topstitched vamp and leather laces threaded around the outside edge.. Buy from MATCHESFASHION.COM
Giuseppe Zanotti Patent Loafer

Gilt

Giuseppe Zanotti Patent Loafer

$895 $360

At Gilt

About the brand: Glamourous & creative footwear and accessories with edge. Please note: Size selections are European. For US conversions, please reference size chart. Patent Loafer in black croc-embossed leather and patent leather with glitter side panel Lightly padded leather insole Smooth leather sole 1.25in heel Please note: All measurements are approximate and were taken from a size 42; slight variations may occur. Made in Italy. Buy from Gilt
Hamptons Collapsible-heel Suede Penny Loafers - Mens - Olive Green

ManebÍ

Hamptons Collapsible-heel Suede Penny Loafers - Mens - Olive Green

$145

At Matchesfashion.com

Manebí - Manebí's khaki-green suede Hamptons loafers are a laid-back interpretation of the heritage silhouette that originated in the 1930s. They're made in Spain by local artisans, with a penny bar strap and collapsible heel, then set on a braided jute midsole and a beige rubber sole.. Buy from MATCHESFASHION.COM
Arizona Oiled-leather Sandals - Mens - Yellow Gold

Birkenstock

Arizona Oiled-leather Sandals - Mens - Yellow Gold

$91

At Matchesfashion.com

Birkenstock - Birkenstock updates the iconic Arizona sandals with this dark yellow pair, made from oiled leather - untreated hide with a unique, natural finish. They're crafted in the label's native Germany and have two buckled straps with antiqued-gold hardware for a vintage look, then are set on an EVA-cushioned footbed.. Buy from MATCHESFASHION.COM
Donald Pliner Parson Oxford

Gilt

Donald Pliner Parson Oxford

$235 $100

At Gilt

Color/material: blue textile Lace-up closure Lightly padded insole Man-made sole Imported. Buy from Gilt
Quincy Leather Sandals - Mens - Tan

Grenson

Quincy Leather Sandals - Mens - Tan

$184

At Matchesfashion.com

Grenson - Grenson draws inspiration from traditional fisherman's sandals to create this brown Quincy pair. They're crafted from hand-painted leather with robust interlocking straps and a slim logo-debossed sole, then set on a small stacked heel.. Buy from MATCHESFASHION.COM
Suede Espadrille Boots - Mens - Brown

Saint Laurent

Suede Espadrille Boots - Mens - Brown

$445

At Matchesfashion.com

Saint Laurent - Saint Laurent's brown boots are set on a braided jute espadrille sole that's handcrafted by Spanish artisans. They're made from brushed suede that's hallmarked with a black and gold leather logo at the heel. Wear them with shirts and jeans in the warmer months.. Buy from MATCHESFASHION.COM
Transparent Blabber High-Top Sneakers

Giuseppe Zanotti

Transparent Blabber High-Top Sneakers

$895 $438

At Bergdorf Goodman

Giuseppe Zanotti "Blabber" transparent high-top sneaker. Flat heel. Round cap toe. Lace-up vamp. Pull-tab at back; zip detail. Scale-textured midsole. Calf leather/PVC. Rubber sole. Made in Italy.. Buy from Bergdorf Goodman
Classic Canvas Loafers - Mens - Black

Rivieras

Classic Canvas Loafers - Mens - Black

$78

At Matchesfashion.com

Rivieras - Rivieras' black canvas Classic loafers signal the label's laid-back aesthetic. Crafted in Spain on a textured rubber sole, they're trimmed in braided accents and have a soft terry interior for comfort.. Buy from MATCHESFASHION.COM
Air Max Iii Mesh, Suede And Leather Sneakers - Gray

Nike

Air Max Iii Mesh, Suede And Leather Sneakers - Gray

$140

At Net-a-porter

Nike's 'Air Max III' sneakers are updated in a vibrant colorway that's so fresh and youthful. Reminiscent of vintage styles, they're made from smooth leather, mesh and suede. The brand's Air-tech soles are cushioned for comfort. Wear yours with everything from jeans to midi dresses. - White mesh, multicolored leather, pink suede, blue and pink rubber - Lace-up front - Designer color: White/ Hot Coral/ Blue Crystal /Grey Fog - Nike follows its own size conversion, therefore the size stated on the box will differ from the one provided in our conversion chart. To receive your correct fit, please refer to Size & Fit notes - Imported. Buy from Net-A-Porter
Boulder Driving Loafer

Allen Edmonds

Boulder Driving Loafer

$245 $100

At Nordstrom

A smart mudguard styles an unlined, moccasin-toe loafer hand-sewn with a durable rubber sole, a slightly squared-off toe and an elongated front for added comfort. Allen Edmonds has been making shoes in America for nearly 100 years using fine leathers, a 212-stepcrafting process and 360 degree Goodyear welt construction to ensure a high-quality product, every time. Style Name: Allen Edmonds Boulder Driving Loafer (Men). Style Number: 291321.. Buy from Nordstrom
The Level Leather Loafers - Mens - Brown

Bottega Veneta

The Level Leather Loafers - Mens - Brown

$850

At Matchesfashion.com

Bottega Veneta - Bottega Veneta offers a composed vision of classic penny loafers - dating back to 1930s Norway - with the smooth, unpunctuated strap running across this brown The Level pair. They're crafted in Italy with a rounded toe and lined with beige leather, then set on a sturdy Goodyear-welted sole with a low heel.. Buy from MATCHESFASHION.COM
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
M by Bruno Magli Barni Leather Oxford

Gilt

M by Bruno Magli Barni Leather Oxford

$460 $180

At Gilt

Color/material: dark grey leather Design details: perforated detailing Lace-up closure Lightly padded leather insole Smooth man-made sole with light traction 1in heel Please note: All measurements are approximate and were taken from a size 9; slight variations may occur. Made in Italy. Buy from Gilt
LEATHER HIGH TOP SNEAKERS

Cos

LEATHER HIGH TOP SNEAKERS

$150

At Cos

Forever footwear. Made from cow nappa, the carefully constructed upper is set on an oversized plain sole making them a minimal addition to your trainer rotation. - Nappa upper - Flat eyelets - Flat waxed cotton laces - Plain rubber sole - Stitching detail Shell: 100% Cow nappa, Sole: 100% Thermoplastic rubber. Buy from COS
Hs1-s Tarther Blast Running Trainers - Mens - Blue Multi

Asics

Hs1-s Tarther Blast Running Trainers - Mens - Blue Multi

$124

At Matchesfashion.com

Asics - ASICS combines heritage silhouettes with modern technology to create these navy HS1-S Tarther Blast trainers, which are crafted using recycled materials. They're made with panels of faux leather and faux suede with an embroidered logo to the heel and rest on a FLYTEFOAM™ Blast midsole, which give them a cushioned feel.. Buy from MATCHESFASHION.COM
Brooks Brothers Leather Sneaker

Gilt

Brooks Brothers Leather Sneaker

$398 $140

At Gilt

About the brand: Classic designs that marry style and function. Leather Sneaker in dark brown Calfskin leather upper with a rubber cup sneaker sole. Tonal laces. Made in Portugal. Leather Made in Italy. Buy from Gilt
Ilus Leather Trainers - Mens - White Black

Versace

Ilus Leather Trainers - Mens - White Black

$495

At Matchesfashion.com

Versace - Versace's white leather Ilus trainers mark a distinctly minimalist mood. They're made in Italy with a panelled construction that riffs on retro silhouettes with a rounded perforated toe and black heel patch stamped with a gold foil logo. Tap into the label's statement aesthetic by styling them with a leather jacket, printed T-shirt and check trousers.. Buy from MATCHESFASHION.COM
Strasacco Leather Derby Shoes - Mens - Tan

MarsÈll

Strasacco Leather Derby Shoes - Mens - Tan

$498

At Matchesfashion.com

Marsèll - Derby shoes have been a staple silhouette since the 18th century and Marsèll's tan-brown Strasacco silhouette is a directional rendition. They're crafted in Italy from supple leather to a low profile with a heel tab and stacked heel to complete the unstudied mood.. Buy from MATCHESFASHION.COM
Frond-print Cotton-canvas Trainers - Mens - Green Multi

Amiri

Frond-print Cotton-canvas Trainers - Mens - Green Multi

$550 $275

At Matchesfashion.com

Amiri - Impart an artistic sensibility to your off-duty looks with Amiri's ivory trainers, which have a cotton-canvas upper that's patterned with illustrative palm fronds. Fitted with a lace-up oxford vamp, they're set on a textured rubber sole and hallmarked with the label's logo at the leather heel panel.. Buy from MATCHESFASHION.COM
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
'Sea Kite' Boat Shoe

Sperry

'Sea Kite' Boat Shoe

$110

At Nordstrom

Classic boat shoe styling and state-of-the-art sneaker design team up to create a high-performance hybrid that's breathable, supportive and stylish all at once. Style Name: Sperry 'Sea Kite' Boat Shoe. Style Number: 953813.. Buy from Nordstrom