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In 2001, Milian released her self-titled debut album, which featured the singles "AM to PM" and "When You Look at Me"; "AM to PM" charted within the Top 40 of the U. Billboard Hot 100 and both peaked in the top three on the UK Singles Chart. "Whatever U Want" was released as the album's second single.In 2004, Milian released her second studio album It's About Time, which provided her first major U. hit, "Dip It Low", which reached number five on the U. Both singles charted within the Top 10 of the UK chart.In 2006, Milian released her third studio album So Amazin'.The album produced one single, "Say I", which peaked in the Top 30 of the US Billboard chart.Although Milian is best known for her singing career, she originally wanted to be an actress.Her first lead role was in the 2003 film Love Don't Cost a Thing, and she subsequently had main roles in Be Cool and the 2006 horror film Pulse.A month after the release of So Amazin, Milian's representative confirmed that she had left Island Records due to creative differences. A single, ballad "Us Against the World", was released in October 2008.
At the age of 19, Milian signed a contract with Def Jam.Milian had a minor role in Ghosts of Girlfriends Past, and starred as the lead role in the straight-to-DVD film Bring It On: Fight to the Finish, training with former Cleveland Cavaliers dancer Kelly Wilson.