13. Jessica Simpson – She may be hanging with Billy Corgan in a vain hope of gaining some artistic credibility, however, any chance of that is overshadowed by her shocking musical career. Generic to the point of nausea, her shallow ballads and phoney vocals are nothing short of a travesty. Arguably the lowest point of her already low career came in the shape of 2008's 'Do You Know' in which she embraced country music like a duck to an oil slick. She even tarnished the reputation of Willie Nelson by appearing in a music video with him.

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