From tiny tops to tailored blazers, these styling tricks make the Y2K staple feel fresh.

Welcome to Jeans Month on the Strategist, where we’re obsessively vetting denim — from trying on every pair at the Gap to asking dozens of stylish people about their favorite fits. For more, head to ...

Barrel jeans are not intuitively chic. Their shape and distinctly bowed-out legs feel foreign, and they seem a little intimidating to wear at first, especially if you’re not someone who often ...

See how Katie Holmes styles it.

Despite the popularity of baggy and barrel-leg designs, ’90s-inspired straight-leg jeans continue to be a favorite. The proof? The collection and pictures of the best dressed of the season. With them ...

When I think about flat sandals like flip-flops and Birkenstocks, my mind always goes to, let's say, relaxed looks. For years I associated them with trips to the beach, jam-band concerts, and other ...

When asked how to distress jeans, my first answer is always this: Wear them. If you want jeans that look like they’ve been loved to pieces, love them to pieces. Eventually, they’ll weather and rip and ...

Winter just wouldn’t be the same without a cute sweater. Their versatility and practicality makes them the foundation of almost every cold-weather look, both formal and casual. It’s easy to fall in ...