Britney Spears Pictures From 1999
20 Years Later, Look Back at Britney Spears's First Year as a Pop Icon
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The singer brought her mum, Lynne, to the very first Teen Choice Awards in August 1999. Fun fact: she introduced the show and was among the performers, which also included Christina Aguilera, Blink-182, and *NSYNC and Gloria Estefan.