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In contrast, Stephen Thomas Erlewine of Allmusic wrote: "Like many teen pop albums, ...Baby One More Time has its share of well-crafted filler, but the singles, combined with Britney's burgeoning charisma, make this a pretty great piece of fluff".^[23] ...Baby One More Time was later certified fourteen times platinum by the Recording Industry Association of America, denoting fourteen million units shipped within the United States.^{britany spears sex tape id="cite_ref-23" class="reference">[24]}

In early 2002, Spears's four-year relationship with Timberlake ended.^[53] His 2002 song "Cry Me a River" and its music video, britney spears oops which featured an actress resembling Spears, caused speculation that Spears had been unfaithful;^[54] Timberlake, however, denied that his song was meant to portray her.^[55]

In late 1999, Spears appeared britney spears sex on the sitcom Sabrina, the Teenage Witch and performed the song "(You Drive Me) Crazy"; this cameo was a cross-promotion for the film Drive Me Crazy, which starred Sabrina's Melissa Joan Hart and was named after the song.^[34] In December 1999, she won four Billboard Music Awards, including Female Artist of the Year. A month later, she took home the Favorite Pop/Rock New Artist award at the American Music Awards.^[35]