I love this black wool dress by Zara. Feels like Calvin Klein but at 1/10th of the price. Elegant simplicity like this always reminds me of Carolyn Bessette-Kennedy: so classic, clean and American. It’s also perfect for the ladylike look. Dust off those pointy pumps, skip the accessories and slick on your favourite red lipstick.

$179 CAD at Zara.