Kim Cattrall once said, “I don’t want to be in a situation for even an hour where I’m not enjoying myself.” In my experience, nothing ruins a good time faster than wearing the wrong work shoes. While I occasionally fall victim to uncomfortable footwear, the older I get, I’ve become increasingly less tolerant of sacrificing comfort for style.
Fortunately, several of this summer’s work shoe trends are also the most practical. Take, for example, the glove heel. This design has gained momentum over the past year because it’s elevated enough for professional meetings yet comfortable enough for grueling subway rides. Whether styled with slouchy boyfriend jeans or a rigid pencil skirt, it’s extremely adaptable.
Beyond the glove heel, other options range from no-risk staples like ballet flats to more avant-garde alternatives like split-toe sneakers. These corporate-friendly shoes have become some of my favorites as they’re the sort of dress ‘em up, dress ‘em down styles that can seamlessly transition from the office to a high-end restaurant with a $22 martini on the menu.
Ahead, follow in my footsteps if you want to elevate your nine-to-five wardrobe.
The Ballet Flat
Fashion’s enduring love for ballet flats isn’t anything new. In fact, I remember spending my college years traipsing around campus in Tory Burch’s iconic Reva flats. These days, I’m more partial toward contemporary silhouettes that have a higher vamp, which often prevents the shoes from flapping as I run around town.
My current favorites include a silver pair from Alex Mill along with a red satin set from Margaux. Both of these options have the simple power to make a more casual look—like the linen pants and T-shirt above—into something a bit more deliciously dressy.
Styled With:
The Glove Heel
If I’m pining over something pricey, like Phoebe Philo’s Club Slippers, I’ll often test out a more affordable version first. It's a shopping strategy that I swear by.
Reformation’s Glove Heel, a high-vamp option that is similar to Philo’s, has become an everyday staple in my rotation. It’s shockingly comfortable—a proverbial hug for the feet, if you will. It slides on effortlessly and adds a sort of ‘90s-inspired corporate appeal. Get ready to channel your inner Carolyn Bessette-Kennedy.
Styled With:
The Split-Toe Sneaker
Lastly, and perhaps most controversial, is the split-toe sneaker. While Nike’s Air Rift has been around since 1996, it’s been difficult to find for years, often requiring a search through secondhand sites. However, following the craze around Margiela Tabis and Vibram V-Souls, this hoof-like sneaker has reappeared. Luckily, I snagged a pair before they sold out.
That said, the brand offers an equally chic version from its collaboration with Skims (see below). Their sleek profile makes them easy to style with summery dresses and skirts.
Styled With:
