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28 May

Her breakout came following her appearance on the reality show Newlyweds: Nick and Jessica (2003–05), which focused on her sister Jessica and her then-husband Nick Lachey.The effort reached number 4 on the Billboard 200, and went on to sell 126,000 copies by 2009.Simpson announced her engagement to Wentz in April 2008, with the pair wedding the following month.In 2006, Simpson began a relationship with Fall Out Boy member Pete Wentz, which gained much media attention.Following her appearance as Roxie Hart in the West End production of Chicago, Simpson announced that she had begun working on her third studio album.

The album differed from the pop-rock sound of her previous efforts, featuring a dance-pop and 1980s themed sound.

Bittersweet World (2008) was released to positive critical reception, but saw a decline in sales for Simpson.

She began dating actor Evan Ross in 2013, with the couple marrying in August 2014.

Months later the two announced that Simpson was expecting a second child, and in July 2015 she gave birth to a baby girl.

While working on her debut studio album, Simpson became the star of her own spin-off reality series, The Ashlee Simpson Show (2004–05).