Amy arrives at Oprah's shoe boutique wearing what can only be described as grandma shoes. Her scuffed, square-toe flats have definitely seen better days.

"You are too young and too beautiful to be wearing shoes like this," Mary Alice says.

If you're looking for a neutral shoe that goes with everything, Mary Alice says to look beyond basic black. "Prints, whether leopard prints or snake skin, go with everything you have in your closet—khakis, denim, a skirt," she says. "They're great for the office, for walking around, and they're great for at night."

Amy walks out wearing sophisticated snakeskin heels with a pop of color.

Giuseppe Zanotti Rocia Print heels; Zappos.com