The weather has cooled off a little, thankfully, but this could just be a respite from the steamy temperatures this summer. In New York, Bill Cunningham noticed that ladies there somewhat counter-intuitively chose classic shirts to beat the heat, but it makes sense—the tailored styles mean the fabrics stands away from the skin, and keeping covered with loose fabric can feel cooler and more comfortable than exposing everything to the hot sun and sticky air. Chicago designer Anna Fong has several crisp-looking options in her Little White Blouse collection, most notably the Bobby, a boatneck, wide-sleeved option in cotton ($176). All you have to do is make sure not to spill coffee on it.