I’ve worked in fashion long enough to tell the difference between a flash-in-the-pan trend and an item that will transcend the relentless cycle of what’s new. So too have Kate and Lila Moss, who this week both stepped out in New York wearing the time-tested jeans-and-shirt formula that will never, ever date.

Skirting the new-season trends that New York Fashion Week’s Spring/Summer 2027 collections dutifully imparted, the long-standing fashion insiders each navigated the city in crisp button-downs—worn partially unbuttoned, just so—tucked into pairs of slim-fitting bootcut jeans.

Kate Moss was the first to catch my eye in this classic two-piece, styling a blue Tommy Hilfiger button-down with mid-rise, deep-blue jeans. Finished with pointed-toe heels, Kate’s take felt polished enough for the front row, but equally suited to running errands back home in London.

Taking cues from her mother, Lila was spotted in a surprisingly similar ensemble. Also opting for a button-down shirt, she paired hers with a lighter-wash pair of jeans and black leather boots. With a sliver of bra peeking out—just as her mother’s did this week, too—Lila brought a subtly sexy, undone energy to an otherwise smart and timeless combination.