Leave it to Richard Chai to be way ahead of the game with the changing shape of pants. The ever-cool designer first showed these slightly flared boyfriend trousers at his Spring presentation for his secondary line Love way back in September. Fast-forward a few months and kicky boot-cuts were on every directional runway for Fall. The leg-lengthening silhouette is key here, but we also love the metallic sheen and stormy hue, which will be easy to wear now and when the thermostat drops. Click the image to shop.

-Laura Wasson