I love a good loafer. Yes, everyone and their mother is running around in sneakers now, and while I’ll definitely agree it’s a cool, of-the-moment look, there’s nothing that can compare to the timeless chic of Ms. Penny. When you’re not feeling heels, boots are too cumbersome and the weather isn’t yet right for sandals, that’s where the versatile loafer steps in. Wear them with jeans for a smart casual look that can take you from uptown Museum visits to downtown SoHo strolls.
I prefer my loafers in classic stylings like these from Bally Swiss, though there are so many fun updates in trendy colors and patterns this season. Still, the best ones look like you’ve swiped them from your dad’s closet.