Chukka Kahn

Trolling the web for inspiration during my lunch break, I found this image on GQ.com's Best of GQ Endorses page. Didn't care and didn't really read the text about Unis Lee and her inspiration to remake khaki shorts and charge $180 blah blah blah.

Article aside, I did care about how they styled the picture. Love how the chukka boots--also known as desert boots--look with the shorts. For years, I've paired my shorts with sandals, loafers, sneakers and high-tops. ALL BORING!

But this year, I think I will try to wear them with a pair of classic Clark chukkas like this one below with a green sole. The benefit of wearing a shoe like this with shorts is it gives the look a more buttoned up look. I'm also tired of seeing espadrilles and boat shoes. Seriously people, you're in Manhattan, not Nantucket or the Spanish Riviera. Unless you have a boat parked on Pier 54, I'm not buying it.

YES

Your Chukkas should be seasonal. You can't wear your winter ones for summer. Otherwise, your feet will be stanky.

NO

This is not for the faint of heart. You'll need a pair of cojones to pull this look off. Or you just need to be a professional GQ model.

Also not recommended for guys with big stocky legs or guys who are rail thin. You can find a mirror. You can tell if you fall into one of these categories. My recommendation to you....is pants.

MAYBE

You're confused and are thinking of Chuck Taylors as Chukka. They're not related, but Chuck Taylor's are also perfectly fine with shorts.