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Britney Spears Reveals Her Worst Career Move -- What Was It?

Britney Spears

Later this month, Britney Spears will begin a two-year residency at the Planet Hollywood in Las Vegas, during which she’ll perform an expected total of 50 shows. Clearly, things are going well in terms of her career right now — but that wasn’t always the case.

In 2005, the singer starred in a five-episode reality series Chaotic, which documented her relationship with Kevin Federline. “I would never do something like that again,” she admitted. “Actually, that was really bad. That was probably the worst thing I’ve done in my career.”

But while reality TV may not be her fondest memory, Britney has no regrets about her criticized 2002 film Crossroads. “I like Crossroads!” she exclaimed. “F— you!”

 

In the interview, the 32-year-old also discussed her relationship with Justin Timberlake, and although they didn’t work out as a couple, it seems she has nothing but good memories. “It was a pretty carefree time,” she said, regarding their matching denim outfits at the 2001 American Music Awards. “We were just like, ‘We look great, let’s go!’ I have great memories of that time: there were a lot of rehearsals, but there was also a lot of clubbing and a lot of dancing. I still think the best night of my life was when I was 22-years-old. It was New Year’s Eve and in Hawaii.”

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