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She enrolled at the School of American Ballet in New York City when she was eleven, becoming the youngest person ever to be admitted into the school.That same year, Ashlee recorded a song titled "Christmas Past, Present, and Future" for the holiday album School's Out!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.She independently released the single "Bat for a Heart" (2012), though it failed to have success.Simpson has since scrapped the album, and focused on her child.The album debuted at the top of the Billboard 200 albums chart in the United States, selling an estimated 398,000 copies in its first week of release.

The show became a ratings hit, and earned Simpson widespread recognition.Two weeks after the wedding Simpson announced her pregnancy, thus ending promotion of Bittersweet World. The following year, Simpson joined the main cast of the Melrose Place revamp, though was met with harsh critical reception.She later portrayed Roxie Hart in Chicago on Broadway.Like her sister before her, Simpson became the center of considerable media attention, much of which focused on her relationship with musician Ryan Cabrera.Simpson's debut single, "Pieces of Me" (2004), became a top five hit in the United States, and topped the Billboard Mainstream Top 40 chart based on radio airplay.

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