Robert Redford holds top rank as a style icon. With his good looks and alluring cool, he made any period-specific costume appear timeless. Exhibit A, The Sting's bold brown pinstripe suit with baby blue button down and ivy cap—slightly tilted.

Classically tailored grey tweed jacket on sale at Billy Reid.

Exhibit B, The Great Gatsby's formal suit with white pocket square, statement scarf and perfect poise.

Solid Black Crewneck at Banana Republic.

Redford's satorical confidence was also evident in modern day flicks. In 1975's Three Days of Condor, he owns the layered tweed jacket look with determination and swagger.

Blue Collard Shirt like this Western-inspired Button Down from Steven Alan.

Vintage Inspired Thick Brown Leather Belt.

About the author: Even for the most skilled dressers, assembling a killer outfit sometimes requires a little more inspiration than the average online shopping experience provides. Enter Roxana Altamirano, the genius behind Nerd Boyfriend, the style blog that offers step-by-step instructions for re-creating ensembles worn by icons ranging from Michael Caine to Richard Gere (see full list here). Now she's guest blogging on details.com every week. Have a hero you want to see featured? Leave a note in the comments and we'll see what we can do.
Also on Details.com:
How to Dress Like Bruce Springsteen
How to Dress Like Humphrey Bogart
How to Dress Like Sting in Quadrophenia












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