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In 2008, Spears guest-starred on CBS's television show How I Met Your Mother playing a receptionist.^[85] She received positive reviews for her performance as well as bringing in the series' highest ratings ever.^[86][87] Spears reprised her role in May 2008, leaving the storyline nude photos of britney spears open for a future return.^[88]

In July 2004, Spears announced her engagement to Kevin Federline, three months after they met. Federline had recently been in a relationship with actress Shar Jackson, who was eight months pregnant with their second child.^[117] These initial stages were chronicled in Spears's first reality show Britney & Kevin: Chaotic, which aired on UPN in May and June 2005.^[118] On the night of September 18, Spears married Federline in a surprise, non-denominational ceremony at a residence in Studio City, California, filing legal papers on October 6.^[119][120] After the marriage, Spears announced via her website that she would be taking another career break to start a family. She gave birth to her first child, Sean Preston Federline, nearly one year later, on September 14, nude britney spears 2005 in Santa Monica, California by a scheduled caesarean section.^[2]

In March 1999, Tamara Conniff of Entertainment News Wire reported: "Only a few years ago, Spears was a Mouseketeer on the Disney Channel's "Mickey Mouse Club." Now, she's a 17-year-old pop superstar with a No. 1 album, a double-platinum single and a provocative video in heavy rotation on MTV. Spears's debut album and its title track, "... Baby One More Time," have taken the music world by storm".^[25] Spears commented, "My main goal is just to make good music...And since I am so young, I can grow as an artist each time and hopefully be a legend or something, like Madonna".^[25] By April 1999, Spears was described as "the Reigning Princess britney spears sex of Pop" by the Orlando Sentinel.^[26]