Anne Hathaway Put a Sharp Spin on Checked Tailoring With an Asymmetric Twist in New York City

Anne Hathaway is deep into “The Devil Wears Prada 2” press tour, and her New York stop might be one of her most polished looks yet. Stepping out for a Good Morning America appearance, she leaned into classic tailoring but gave it a subtle twist that kept things interesting.

She wore a Michael Kors Collection look from the Fall 2026 runway, built around a timeless black-and-white Prince of Wales check. At first glance, it felt clean and structured. But the details are what made it stand out.

The jacket was sharply cut with strong lapels and a cinched waist that created a defined shape without feeling too rigid. Flap pockets sat neatly at the hips, while a Khaite Keefe belt pulled everything together. The oversized gold buckle added just enough contrast, breaking up the monochrome with a warm, polished touch.

Then came the unexpected part. From one pocket, a panel of matching fabric draped down into an asymmetric extension. It softened the structure and gave the whole outfit movement, turning what could have been a straightforward tailored set into something more directional.

The midi skirt followed the same check pattern and featured a thigh-high slit that added a bit of edge. She paired it with sheer black tights and glossy patent pumps, keeping the palette tight and refined.

Accessories stayed minimal. A pair of bold black sunglasses added attitude without overwhelming the look. Her hair, styled in soft waves, fell naturally over her shoulders, while her makeup stayed fresh with defined brows and a soft pink lip.

It’s a strong reminder that tailoring doesn’t have to feel predictable. With the right details, it can still surprise you. Anne Hathaway made sure of that.