She wore a comfortable all-black outfit that included a hoodie, leggings, and a baseball cap. Madonna also rocked a pair of white sneakers that she used to pedal her bike through the Big Apple.

patterned leggings, white sneakers, and her signature dark shades. Whether in New York, Lisbon, or London, she’s often spotted cycling—and at 66, Madonna’s dedication to fitness hasn’t slowed.

Who can forget Madonna’s “Like a Virgin” white tulle ... enough to be worn with jeans or your favorite patent leather leggings. While more of a splurge, consider this moto jacket an ...

During one of her first-ever concerts at Madison Square Garden, Madonna wore a sheer lace bra and matching leggings with a bundle of cross necklaces—a risk-taking look at the time. In one of her ...