3. Heritage plaid
A heritage plaid, like this fall jacket from Tallia Orange, is ideal to wear with your favorite slim-fit, broken-in jeans. With a streamlined zip pocket and hidden pocket square in a subdued but coordinated lining, it epitomizes grab-and-go style.
Jacket: Tallia Orange ($350, macys.com)
Sweater: Billy Reid ($395, billyreid.com)
Jeans: Hudson ($225, hudsonjeans.com)
Watch: Tag Heuer ($5,150, tagheuer.com)
Shoes: Florsheim ($110, florsheim.com)
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