Sheryl Crow
Out of all her high-profile relationships, her nineties romance with legendary musician Eric Clapton was probably the most publicized one. Although Sheryl Crow refrains from speaking publicly about her love life, recently she shared some of the dark side of dating in the show business. According to the singer, when you date someone who’s successful and high-profile as you are, instead of growing together, but usually ends up happening is that one of you becomes smaller than the other.

The renowned singer knows a thing or two about dating inside the industry. After her affair with Eric Clapton, Crow has dated actor Own Wilson, actor Josh Charles (The Good Wife), T.V. host Ryan Seacrest, actor Hank Azaria and others. She was also engaged to cyclist Lance Armstrong for a few months during the end of 2005. Crow is the image of girl-power, as she has a lot on her mind, and on her hands, besides dating, such as different charity and awareness projects.