Jessica Simpson was one of the most stylish stars in Hollywood between 2004 and 2006. Her street style was great and so was her red carpet fashion. Sadly, since then, it’s been hit or miss. We decided to take a look at Simpson’s fashion starting when she first showed up on the pop music circuit. From pop princess to fashion mogul – check out Jessica’s fashion evolution!
Nickelodeon’s 14th Annual Kid’s Choice Awards– 2001
Jessica Simpson showed up at the 14th Annual Kid’s Choice Awards wearing this awful denim number. Many celebrities made mistakes with denim during this era, most notably Justin Timberlake and Britney Spears. Simpson had said that around this time that she was trying to adopt a sexier, more “mature” style. She broke up with longtime boyfriend Nick Lachey and began showing up at appearances wearing revealing outfits. Sadly, her reinvention didn’t make her a more popular singer.