Jessica Simpson almost trips over in VERY high heels in NYC

The 38-year-old businesswoman paired a white-collared black mini-dress with towering black-and-gold Christian Louboutin platforms

Jessica Simpson Loves Playing 'Dress Up' on Work Trips: Inside Her N.Y.C. Style Parade

Jessica Simpson's waist-cinching leather outfit just got upstaged by her jaw-dropping dressing room

Jessica Simpson Wears High Heels While Driving U-Haul Truck: Photos

Jessica Simpson Fall 2021 Collection – Star Style

Jessica Simpson Heels - Shoes

Jessica Simpson Sizzles in a Series of Edgy Looks While Out in New York City

Jessica Simpson almost trips over in VERY high heels in NYC

Jessica Simpson on the Y2K Fashion Moments That Defined Her Career

Jessica Simpson wears strappy cutout swimsuit and heels on the beach

Jessica Simpson almost trips over in VERY high heels in NYC

Jessica Simpson