Dress Code

Following the wide-leg trend, Charla dresses the model in her 40s in black wide-leg trousers and a short jacket with a pop of color underneath, all from Saks Fifth Avenue. She then continues the trend for a woman in her 50s and beyond. "The older you are, the slimmer the wide leg pant," Charla says. Another trick to wearing wide-leg pants is making sure you have the proper shoes. "The wider the leg, the chunkier the shoe," she says. "Don't wear a sexy stiletto with that."

She recommends that a woman in her 50s or 60s wear a beautiful blouse like this one from Nordstrom by Oscar de la Renta. "It is the answer to I Feel Bad About My Neck. Wear this blouse—it brings attention to your face."