The model kept warm in a black mock-neck sweater and Commando Neoprene leggings ($138). For accessories, Kendall mixed fashion and function with a spacious brown leather Idaho bag from The Row and black knee-high leather boots by Ann Demeulemeester.

Jenner went for a polished look with a sculpted Alaïa blazer coat, cinched together by an asymmetrical button. Underneath, she layered a black turtleneck and matching leggings, topping off her ensemble with a pair of Ann Demeulemeester riding boots (and reminding us that Bella Hadid isn’t the only model-turned-equestrian).

Kendall Jenner and Kylie Jenner rarely align when it comes to their personal style. I suppose that's to be expected from sisters so close in age. Whereas beauty mogul Kylie loves to embrace the fun and ephemerality of fashion trends —from balletcore to '80s jewelry —Kendall clearly prefers timeless luxury.

Kendall Jenner is proving once again why she's a winter style icon and her Aspen wardrobe is giving us all major après-ski inspiration for 2025. The 29-year-old took the city by storm, alongside sister Kylie Jenner and bffs Hailey and Justin Bieber.

Kendall is currently spending time in the eternally chic kki town with friends, including her little sister Kylie Jenner and Hailey and Justin Bieber. For a coffee run with Hailey, Kendall slipped into a vintage double-breasted Alaïa coat that she paired with black leggings and Ann Demeulemeester riding boots.