Wearing heels to and from work isn't exactly practical, especially if you're stuck relying on public transportation. You could go for a menswear-inspired flat or a sporty sneaker, but Everlane asks, Why choose? The brand's latest creation, the Street Shoe, combines the shape of its Modern Loafer with the cushioning and sole of a sneaker. Its slim silhouette and ultra-lightweight design is comfy without looking out of place when paired with trousers or a sheath dress, especially in this black-and-white pattern. And if you really want it to pull double duty, it happens to look just as good with a pair of jeans on the weekends as well.
Street Shoe, $155 at Everlane.