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She married her childhood friend Jason Alexander in Las Vegas, but the union was annulled two days later.

Spears experienced some troubles in her professional life around this time.

She had to undergo surgery to correct a knee injury, forcing her to cancel the last part of her tour.

Spears and Federline married on September 18, 2004, in Studio City, California. Spears covered the Bobby Brown hit "My Prerogative," which seemed to be her way of talking back to her critics and lashing out about the media frenzy that continually surrounded her.

The recording sold more than 5 million copies, although it wasn't as successful as .

But Spears made a surprising move two months later when she filed for divorce, claiming "irreconcilable differences." After her separation, Spears frequented the club scene for a time, partying with socialite Paris Hilton, among others.

She reportedly checked in and out of rehabilitation, and then shaved her head in a California beauty salon while the paparazzi took pictures in February 2007.

Some saw this dramatic stage moment as another way for Spears to present the latest version of her more sexualized public persona.