Old Hollywood

Whether you're thinking of the iconic (Eastwood, Newman, Brando) or the slightly obscure (Finney, Belmondo, Clift), the leading men of old Hollywood had a subtle way of making casual pieces look sharp. Denim shirts, heather grey hoodies, Clubmaster shades or suede boots—the kind of timeless, easy pieces that can be dressed up or down for years to come.

Western shirt,
$68 by Levi's

Selvedge 501s,
$198 by Levi's

Leather belt,
$34 by Levi's

Sunglasses, $145
by Ray-Ban

French terry hoodie,
$78 by Levi's

Suede boots, $275
by L.L. Bean Signature

Striped T-shirt,
$34 by Levi's