Adam's favorite style, and for good reason: It's chic and flatters most body types. It's also a workplace staple, along with a crisp button-down.
What type of shoes it works with: Pointy flat, kitten heel, and t-strap heel.
From left to right: Pointy flat, Via Spiga, $185, Lord & Taylor, 800-223-7440. Kitten heel, Kate Spade New York, $328, katespade.com. T-strap heel, Tory Burch, $425, toryburch.com. Skirt, Jones New York Collection, $99, jny.com.