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How to Dress Like Jack Kerouac

Jack Kerouac was a groundbreaking nontraditional writer with a very traditional, all-American personal style. His fashion choices paid tribute to the drifters, the working men, and his brief experience in the armed forces.

In an early photo (below), Kerouac wears WWII-style, deep-pocketed, pleated khakis with a solid white tee. A decade later, Kerouac swapped the khakis for loose selvedge wash jeans, and completed the look with a newsboy cap, khaki jacket, and rugged work boots (above).

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Carhartt Twill Jacket in Khaki.

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Naked & Famous Heritage Selvedge Wash Jeans at Karmaloop.

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Rugged Red Wing Boots at J.Crew.

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Stetson Bruce Newsboy Hat at HatsintheBelfry.

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Vintage-Inspired Khakis from Bills Khakis.

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Velva Sheen domestic cotton crew neck tee in white at Hickorees.



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 Tom Hanks (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 Robert De Niro as Travis Bickle in Taxi Driver
How to Dress Like Tom Waits
How to Dress Like Robert Redford

Credit: Corbis
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