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Following the success of her previous album, Spears released the album Oops!... I Did It Again in May 2000. It debuted at number one in the U.S. by selling 1,319,193 units during its first week of sales, breaking the SoundScan record for the highest album sales in its debut week by any solo artist.^[29] The RIAA awarded the album with a diamond certification with 10 million copies sold in the U.S.^[30][31][32] Concerning both musical nude photos of britney spears content and sales, the album was very similar to Spears's debut, although it fared better with critics. Allmusic once again gave it 4 out of 5 stars, saying that the album "has the same combination of sweetly sentimental ballads and endearingly gaudy dance-pop that made "...Baby One More Time."^[33] Rolling Stone gave the album 3.5 stars out of 5 by noting the album as "fantastic pop cheese" and "Britney's demand for satisfaction is complex, fierce and downright scary."^[34]

In 1997, Spears briefly joined the all-female pop group Innosense.^[15] Later that same year, she recorded a demo nude britney spears solo and was signed by Jive Records.^[12] She began a U.S. concert tour sponsored by American teen magazines, and eventually became an opening act for 'N Sync and the Backstreet Boys.^[16]

In 2006, Spears guest-starred on the Will britney spears sex & Grace episode "Buy, Buy Baby" as a closeted lesbian.