Amsterdam-based Suitsupply hasn't been around long stateside, but they're quickly gaining popularity for quality, fit and a certain subtle quirkiness. Case in point? This spread collar shirt made from a washed chambray. Cut in an extra slim fit, it's also meant to be tucked in, and the lack of a front pocket gives it a more formal air. Put a tie on and wear it with a nice, medium gray suit, or a pair of jeans and a dark sport coat. It'll channel "Italian sprezzatura" more than "Canadian tuxedo."
$99 by Suitsupply