Anything but Basic

Slip into something more comfortable.

"A flowy slip dress is simply heavenly," says Ms. Brown of this versatile essential. Opt for a maxi length and a silhouette that's drapey, but not too clingy. ("It shouldn't look like a nightgown," notes Ms. Brown.) In warmer months, the breezy piece helps you stay cool, and during colder climes, you can pair it with a chunky cardigan and boots for an instantly effortless look.

Sign off on a signature color.

You've got all your neutrals—black, white and camel—covered, so to brighten up your wardrobe, Ms. Brown recommends splurging on a luxe silk blouse in your signature color. "Every woman should have a signature shade that she's known for," she says. Whether it's a rich jewel tone or a soft pastel, your hue should be one that both flatters and reflects your personality.