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Cleary first hit the pop market with the song "I.M. Me" while still using her given name. Her debut album, Everything I Wished For, was released independently under the Free Falls record label in 2002 after two years of recording. The album hit #45 on Billboard's Top Independent Albums chart. When Cleary signed with Jive Records in the summer of 2002, they asked to change her name because they already had a Britney on their roster. Her self-titled album, Nikki Cleary was released in the summer of 2003.
She was featured on a Nickelodeon Kids' Choice Awards record in 2003, with her single "1, 2, 3". She also performed on Nickelodeon's All That. Cleary also did a version of "Summertime Guys", featured on the Kim Possible soundtrack. She contributed to the Mean Girls motion picture soundtrack with the song "Hated".
- Everything I Wished For (2002)
- "He's Got Nothin' On You"
- "Where Is My Love"
- "Something More"
- "Everything I Wished For"
- "If I Save My Heart for You"
- "Dream Away"
- "I Just Do"
- "I.M. Me"
- Nikki Cleary (2003)
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