“Our breasts can become softer or more pendulous, which makes finding the right bra feel even trickier in an already confusing space)” A well-fitting bra should provide a good amount of support without digging into your skin or leaving marks, and Butler says to start with the band before moving on to the cups. Bras with some stretch can also help accommodate natural fluctuations in breast size and shape, giving you a more adaptable and comfortable fit, Gesualdi says. For this guide, we tapped fashion and bra experts to learn about their top recommendations for bras that will make women over 50 feel comfortable, supported, and confident in their bodies.