Molly Burke's Must Haves: From Converse Sneakers to a Prada Handbag

This Prada Re-Edition 2005 Re-Nylon bag ($1,950) is not only one of this season's hottest accessories, it's also a favorite of Burke's. She describes it as "foolproof": "You can bring it in the rain, you can bring it in the snow, you can spill your drink on it at the bar and just wipe it clean. You can get your guide-dog slobber on it. It is the foolproof bag," she says. "And when I am spending that much money on a handbag, being able to make sure it's going to have longevity is so important to me."

Pro Tip: Besides being a practical investment, Burke also notes that the bag is incredibly easy to style. "My absolute go-to is the Prada Nylon bag with the black-on-black Issey Miyake pants and top and the Prada black loafers. I can't get enough of that look," she says.