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Cadet Kelly (2002)
Before military school quashed her creativity (at least fashion-wise), Kelly had the look all 2000s tweens aspired to copy. It was a little bit Hot Topic, a little bit Limited Too, and had more brightly colored hair accessories than you could fit in your big sister's Caboodle.
The Lizzie McGuire Movie (2003)
When Lizzie's little brother captured her most embarrassing moment and sent it to Good Morning America, he showcased a brand-new teen fear — public embarrassment on a national scale.
A Cinderella Story (2004)
This fairy tale starred the queen of mid-2000s TV (Duff), and the king — One Tree Hill's Chad Michael Murray. It also put Duff among the ranks of fellow teen stars, like Mandy Moore and Lindsay Lohan, who provided songs for their films.
Raise Your Voice (2004)
The perfect "live your dream" movie for a time when everyone in America still cared about who won American Idol, and when every teen thought they were one audition away from musical stardom.
The Perfect Man (2005)
This film captured a time in online history when it made sense to catfish your mom by typing up love letters on your big shiny computer and snail-mailing them, without the fear she'd try to look up her secret admirer on Facebook.