13 Most Comfortable Heels for Every Occasion, Tested and Reviewed

The best way to avoid foot pain is to look for a heel that evenly distributes your weight while walking, says Audree Kate López, a New York City-based stylist. But in the case that you really want to wear a pair of uncomfortable stilettos, there is an alternative. “I recommend spraying your feet with lidocaine before a big night, letting them dry before putting your shoes on, and adding fabric or gel cushions or inserts to the ball of the feet or heel for extra support,” she says.

Dr. Pidich also recommends stretching your feet before you put heels on. “Try five-minute calf stretches and heel raises to relieve any tension in your feet,” she says. It’s also key, according to both podiatrists, to make sure you’re wearing the right shoe size. “Always buy the shoe that feels more comfortable when you put them on, and if you’re in between sizes, always size up. Compression is the foot’s curse and can lead to long-term damage,” says Dr. McCulloch.