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: Pics Of The Singer – Hollywood Life

Jessica Simpson looks ultra glam in NYC amid claims loved ones are 'worried' about her weight loss

Jessica Simpson looks ultra glam in NYC amid claims loved ones are 'worried' about her weight loss

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

Jessica Simpson wears strappy cutout swimsuit and heels on the beach

Jessica Simpson Stuns In Red Leather Trench Coat In NYC: Photos

Jessica Simpson Wears 5 Sexy Looks in 2 Days in New York

Jessica Simpson Wardrobe Malfunction: Breasts Almost Pop Out Of Dress – Hollywood Life

Jessica Simpson Rocks a Sky-High Airport Shoe