Jessica Simpson September 18, 2008

From teen pop to today, Jessica Simpson has maintained a reputation for crossing boundaries. The Texas native came on the music scene with the 1999 hits 'I Wanna Love You Forever' and the "Jack and Diane" sampled dance track 'I Think I'm in Love With You.' Over five albums, seven singles made the Billboard Top 40, with combined albums sales of over 8 million in the US. Simpson has also crossed over to film and TV, appearing in the reality series 'Newlyweds' (with then husband Nick Lachey) as well as 'The Dukes of Hazzard,' 'Employee of the Month' and 'The Love Guru.' Her debut country album is 'Do You Know.'