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Clearly, the record execs were pandering to a teen audience.
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We can see why those who grew up seeing Britney as a goofy-looking child talent might have had a hard time with her sudden transition to sexy tween.
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Both international sensations at a young age, it was natch that they stumbled together. You live, you learn.
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Britney's pigtails and fluffy writing pen in the "...Baby One More Time" video further play up her youth and innocence.
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A lot of people were scandalized that the photographer in question got the seventeen-year-old to take off her clothes in bed for a photo shoot. Britney claims she came out of that one unscathed.
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The slightly baby-faced teen look is gone these days, with "femme fatale" taking a full-time front seat.