Then there were the early 2000s supermodels, running errands in bootcut jeans, Nike Dunks, and a fitted cardigan and making casual outfits look editorial. Even today, those same formulas hold up—it’s ...

Then there were the early 2000s supermodels, running errands in bootcut jeans, Nike Dunks, and a fitted cardigan, and making casual outfits look editorial. Even today, those same formulas hold up ...