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Following the first two successful albums, Britney Spears's career skyrocketed, and a multimillion-dollar music, film, advertisement, concert and TV-special "industry" sprang up around her. Her most popular ads were for Pepsi. In 2003 there was media speculation that the soft drink behemoth were planning to replace Spears with Destiny's Child frontwoman Beyonce Knowles. This speculation turned out to be false, and Spears has gone on to sponsor other Pepsi products.

On Saturday, January 3, 2004, Britney Spears married her childhood friend Jason Allen Alexander at The Little White Wedding Chapel on the Las Vegas Strip in Las Vegas, Nevada. The couple promptly arranged for an annulment, which occurred on Monday, January 5, 2004, ending their 55-hour marriage.

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.