Kneen chalks this up to a resurgence of American sportswear, from the classic blazer and white shirt to the trenchcoat. "The fits have changed dramatically. They're a little easier for everybody to wear," he says.
Think of them as a replacement for your denim, Kneen says. It's expected you'll wear jeans to certain things, whereas khakis can look really fresh. "That very broken-in look is obviously not for every office, but it is very cool. The fits aren't so formal now, they're a little bit more slouchy," he says.
As with jeans, the key to transitioning from day to night is simple: accessorize. "You can dress khakis up or dress them down," says Kneen. To take your workday pair out for the evening, he recommends pulling on a blazer over a ruffled top and adding a chunky statement necklace and high heels. And if you're feeling really sexy, heed Kneen's advice: Show a little ankle, open that shirt maybe a button more than you'd be comfortable with, and wear a great necklace underneath.
7 stylish ways to wear khakis this summer