Ashlee Simpson

Ashlee is the 4-years younger sister of Jessica Simpson, who got famous on MTV in 2003 thanks to her reality show Newlyweds: Nick & Jessica. Ashlee got her own show on the network in 2004 called The Ashlee Simpson Show, which showed her launching her music career.

Her sister Jessica never had a #1 album, but Ashlee had two: Autobiography in 2004 and I Am Me in 2005.

She and Pete Wentz of Fall Out Boy formed a pop music power couple when they started dating in 2006. They got married in 2008 but divorced in 2011. They had a son named Bronx in 2008, whom they've successfully co-parented. Wentz and Simpson speak well of each other.