2. Kitten Heels

While some feel that kitten heels give “old lady” vibes, Phillips believes they’re a chic option if you don’t want to sacrifice comfort for fashion. Beyond traditional pumps, you can also look for slingbacks, ankle boots, knee-high boots, and mules.

“They‘re easy to dress up with trousers, a skirt or a dress, but I especially love pairing them with more relaxed, baggy or wide-leg denim.” Phillips continues, “The contrast between polished heel and casual denim is what makes them feel modern and keeps the outfit from feeling overly dressy.”