Timeless elegance, effortless cool

Timeless elegance, effortless cool

Timeless style sets its own course. It transcends the ever-changing trends of fashion, and embodies a lasting charisma that withstands the test of time. It is not defined by fleeting fads or flashy statements but rather by a sense of casual elegance that resonates across generations. It embraces a quiet confidence that speaks volumes without the need for excessive adornment or attention-seeking. Certain individuals have exemplified this quiet elegance leaving an indelible mark on the world with their impeccable sense of fashion and charisma, and inspiring us in the process.

Paul Newman, Hollywood icon who undoubtedly would’ve been cool in any era, only magnified that image with his timeless taste. Always opting for clean subtle looks, Newman’s style still carries the same class today as it did sixty years ago.

Muhammad Ali in black and white photograph.

Although Ali was certainly known for his style in the ring rather than outside of it, he made his mark with both. Favoring a low-profile polished style that matched his confidence, Ali always looked as clean as he fought.

Senna in black and white photograph

Senna brought a sophistication to racing that was foreign to a sport dominated by the speed-obsessed. Combining refined style with his unfazed demeanor under pressure, Senna portrayed an edgy elegance that lives on today.

At Wolf & Shepherd, we ceaselessly strive to embody those same elements of style that have stood the test of time. Our classic silhouettes chase the essence of everlasting elegance, combining meticulous craftsmanship with premium materials. Each shoe is designed to withstand the passage of time, in both functionality and fashionability.

Best Sellers

6 Colors Available

Crossover™ Victory Trainer

Regular price $269
Regular price $269 Sale price $269
white / white
navy / navy
khaki / honey
Black / Black
Gray / White
ocean / navy
5 Colors Available

Cruise™ Slip-On

Regular price $199
Regular price Sale price $199
Warm Gray / White
Navy / White
Honey / White
Black / White
White / White
7 Colors Available

SupremeKnit™ Trainer

Regular price $199
Regular price Sale price $199
gray / white
dusty blue / white
mocha / white
navy / white
Milano / Vanilla
Sandstorm / Vanilla
white / vanilla
6 Colors Available

SwiftKnit™ Derby

Regular price Starting at $149
Regular price $179 Sale price Starting at $149
navy white
black white
heather gray / white
stone / white
denim / white
Ice Gray / White
2 Colors Available

SwiftKnit™ Derby

Regular price Starting at $149
Regular price $179 Sale price Starting at $149
coast / coast
storm / white
7 Colors Available

Crossover™ Longwing

Regular price $289
Regular price Sale price $289
Honey / White
Black / White
maple / white
Cognac / White
Coast / White
navy / white
gray / white
7 Colors Available

Crossover™ Loafer

Regular price $279
Regular price Sale price $279
honey white
Cognac / White
navy white
black white
stone white
maple white
Coast / White
1 Color Available

W&S Slim Wallet

Regular price $95
Regular price Sale price $95
4 Colors Available

Monaco Loafer

Regular price $195
Regular price Sale price $195
cognac
navy
Coast
stone
6 Colors Available

Cruise™ Mule

Regular price $199
Regular price Sale price $199
Faded Orange / White
navy / white
warm gray / white
Black / White
honey / white
white / white
4 Colors Available

Cruise™ Tre

Regular price $229
Regular price Sale price $229
white / white
navy / white
Black / White
Lunar Gray / Vanilla
5 Colors Available

Crossover™ Mid

Regular price $249
Regular price $269 Sale price $249
mocha / white
Honey / White
Coast / White
Denim / White
blue / vanilla
5 Colors Available

Crossover™ Hiker WTZ

Regular price $299
Regular price Sale price $299
honey / white
navy / white
Rubberized Stone / White
black / white
maple / white
4 Colors Available

SwiftKnit™ Loafer

Regular price Starting at $149
Regular price $179 Sale price Starting at $149
navy white
black white
stone white
Heather Gray / White
5 Colors Available

Crossover™ Mid WTZ

Regular price $249
Regular price $269 Sale price $249
navy / white
honey white
white / white
brown / white
black / white
2 Colors Available

SwiftKnit™ Derby WTZ

Regular price $199
Regular price $199 Sale price $199
heather navy / white
heather black / white
4 Colors Available

Crossover™ Trainer WTZ

Regular price $269
Regular price Sale price $269
Black / White
Honey / White
White / White
Brown / White
4 Colors Available

Crossover™ Golf

Regular price $189
Regular price $250 Sale price $189
white / white
coast / white
navy / white
light gray / white
5 Colors Available

No-Show Socks

Regular price $15
Regular price Sale price $15
navy
Tundra
black
gray
coast
5 Colors Available

Stealth Belt

Regular price $125
Regular price Sale price $125
black
oak
chocolate suede
maple
honey
1 Color Available

Shoe Care Kit

Regular price $125
Regular price Sale price $125
4 Colors Available

Cruise™ Ace

Regular price $229
Regular price Sale price $229
Sport Blue / White
Navy / White
Black / White
White / White