Figuring out what to wear with leggings is an important part of millennial existence. If you’re over the age of 30, the athleisure staple has probably accompanied you through every stage of your life, from high school to working from home. Even though your tastes changed, your favorite leggings remained constant. way However, we have evolved his style. They’ve become street-style heroes, from something to wear to the gym or around the house—of course, with the right heels and gold accessories.
While the critical eyes of Gen Z may have made us question our lifelong allegiance to the wardrobe staple for a while, it was a blessing in disguise: Now, in 2026, we’re much better at wearing leggings. Whether you’re getting ready for the gym, the office, or a dressy evening out, it’s easier than ever to rock leggings. (Even zoomers will approve of the formula below.) Read on for insider-approved outfit ideas to help you decide what to wear with leggings — and keep you on trend right for fall 2026.
With a dramatic jacket for a night out
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