Kendall Jenner Adds a Bold Twist to Her Classic Preppy Style.

Kendall Jenner has been making waves during the busiest season in fashion, seamlessly balancing appearances at New York Fashion Week and Hollywood’s biggest events. Her latest look—a nod to both classic elegance and modern minimalism—proves her ability to master any style with ease.

During the Oscars, Jenner stunned in a rare archival Mugler gown, capturing attention with vintage glamour. Soon after, she transitioned into a preppy yet sophisticated ensemble featuring a bold red skirt from The Row, a slouchy black sweater, and a navy baseball cap, effortlessly blending luxury with casual elements.

Her look was completed with black ruched loafers, white socks, and a sleek bob tucked under her cap, subtly revealing her signature style. While Jenner often experiments with fashion, her return to tailored, monochromatic outfits is a reminder that a well-defined personal aesthetic remains timeless.