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Britney Spears's castmates on the show included Justin Timberlake and Joshua Chasez (who later became members of the pop band NSYNC), Keri Russell (star of the TV show Felicity) and Christina Aguilera, also a pop singer. Spears dated Timberlake for about five years.

The sexual iconography of Britney Spears once again became a topic of debate as a result of her 2003 semi-nude photo spread for the men's magazine, Esquire. Prompted by this, Playboy reportedly offered the star over a million dollars to pose nude for their magazine. It is believed that Spears is still deciding whether to accept the offer.

In September 2002, Britney Spears took a break from the spotlight, and in 2003 many music industry critics speculated that her career was in decline. Over the course of her first three albums, Britney Spears had sold approximately 54 million copies worldwide.