Jessica Simpson [1] burst onto the Hollywood scene in 1999 and has been making headlines ever since. Her musical hits helped pave the way for movies and now her multimillion-dollar clothing and accessories brand, and let's not forget her high-profile relationships and her adorable children [2] with husband Eric Johnson. Over the years, she's dabbled in different looks, but she just keeps coming back to her blond roots [3] and flashing her infectious smile. Take a look at Jessica's transformation from midriff-baring pop sensation to stylish mom of two when you scroll down.