A quick review at this source site reveals several different hair looks for Jessica Simpson. Out of all of them, this above hairstyle proved best for her size. The only other style that looked nice on her was a medium, all-one-length style that was curled under a little on the ends. The fullness at the bottom of that style broadened her chin line and made her look great. Jessica has a narrow face and any style that is slicked down or stick straight makes her face seem even smaller. This messy style, full of volume, is definitely one of her best looks.