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In 1999, Aguilera came to prominence following her debut album Christina Aguilera, which was a commercial success spawning three number one singles on the Billboard Hot 100—"Genie in a Bottle", "What a Girl Wants", and "Come On Over Baby (All I Want Is You)." Her sophomore and her debut Latin-pop album, Mi Reflejo (2000), a Christmas third studio album, My Kind of Christmas (2000), and several collaborations followed which garnered Aguilera worldwide success, though she was displeased with her lack of input in her music and image. After parting from her management, Aguilera took creative control over her fourth studio album, Stripped (2002). The album's second single, "Beautiful," was a commercial success and helped the album's commercial performance amidst controversy over Aguilera's image. Aguilera followed up Stripped with the soul, jazz and blues inspired, Back to Basics (2006), released to positive critical acclaim. The album had three commercially successful singles: "Ain't No Other Man", "Hurt" and "Candyman". Four years later Aguilera released her sixth studio album, Bionic (2010), which incorporated aspects of R&B, electropop, and synthpop and was met with mixed reviews and poor sales.

Aside from being known for her vocal ability, music videos and image, musically, she includes themes of dealing with public scrutiny, her childhood, and female empowerment in her music. Apart from her work in music, she has also dedicated much of her time as a philanthropist for charities, human rights and world issues which include her work as a UN ambassador for the World Food Programme. She made her feature film debut in the musical Burlesque (2010), earning Aguilera a Golden Globe nomination for Best Original Song. Aguilera's work has earned her numerous awards and accolades, including a star on the Hollywood Walk of Fame, four Grammy Awards and one Latin Grammy Award, amongst fifteen and three nominations respectively. Rolling Stone ranked her number fifty-eight on their list of the 100 Greatest Singers of All Time, ranking as the youngest and only artist on the list under the age of thirty. She was ranked the 20th Artist of the 2000–09 decade by Billboard and is the second top selling single artist of the 2000s behind Madonna. Christina Aguilera has sold 50 million records worldwide making her one of the best-selling music artists of all time.

In 1991 Aguilera auditioned for a role on The Mickey Mouse Club; however, she did not meet the age requirements. Two years later, she joined the cast, performing musical numbers and sketch comedy, until the show's cancellation in 1994. Her co-stars included Justin Timberlake, Britney Spears, Ryan Gosling and Keri Russell where they nicknamed her "the Diva" for her performance style and voice. At the age of fourteen, Aguilera recorded her first song, "All I Wanna Do", a hit duet with Japanese singer Keizo Nakanishi. In 1997, she represented the United States at the international Golden Stag Festival with a two-song set. Aguilera entered talent contests on "teen night" at the Pegasus Lounge, a gay and lesbian nightclub in Pittsburgh and later at Lilith Fair. In 1998, Aguilera sent in a demo of her singing Whitney Houston's "Run to You" to Disney who were looking for a singer to record the song "Reflection" for their animated feature film Mulan (1998). The demo caught the attention of producer and label executive Ron Fair who would later mentor her throughout her career and led to Aguilera earning a contract with RCA Records the same week. "Reflection" peaked within the top twenty on the Adult Contemporary Singles Chart, and it was nominated for a Golden Globe Award for Best Original Song.

Aguilera's first concert tour, Christina Aguilera: In Concert (also known as "Sears & Levis Tour ") began in the summer of 2000 in the US and ended early 2001 where she toured South America and Asia. A concert special aired on ABC titled My Reflection and was released to DVD and certified Gold in the US. Aguilera was rumored to have dated MTV VJ Carson Daly. Rumors of their relationship were fueled after the release of Eminem's song, "The Real Slim Shady" in which he also insinuated a romance between her and rocker Fred Durst. Aguilera responded saying the lyrics were "disgusting, offensive and, above all, not true." Their feud ended two years later backstage at the Video Music Awards after Aguilera presented the rapper an award onstage. She dated Puerto Rican dancer Jorge Santos. Santos appeared on her tour and music videos throughout 2000. They dated for nearly two years until the relationship ended on September 11, 2001. He remained her dancer well into 2002.