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Chicago street style | Cole Chickering

This Chicago guy walks the fine line between bookish and nerdy.

 (Photograph: Stacie Scott)
Photograph: Stacie Scott
 (Photograph: Courtesy of Brooklyn Industries)
Photograph: Courtesy of Brooklyn Industries

Surface S/S shirt
$68 at Brooklyn Industries(1426 N Milwaukee Ave, 773-360-8182)

 (Photograph: Courtesy of Fossil)
Photograph: Courtesy of Fossil

Bobby belt
$35 at fossil.com


1969 denim-washed skinny fit khaki
$60 at Gap(locations citywide)


1969 denim-washed skinny fit khaki
$60 at Gap(locations citywide)

What inspires your style?
The way men are styled in old Sears and JCPenney catalogs. They are carefully posed in blissfully artificial situations, conservatively handsome, with a dopey sincerity. I love that weird, gentle, unsettling precision.

Where you are headed?
I’m on my lunch break from the Ryerson Library to the Art Institute’s North Garden. A securely tucked-in shirt, a sharp wristwatch and a smart belt help me to look good and feel in control behind the circulation desk. It’s so important to look the part!

How do you describe your look?
I keep my look relatively classic and conservative. But, I still want to be noticed. That’s why color and fabric combinations are so important to me. I get things tailored to fit just right. I think that’s the big difference between bookish and nerdy.