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The Princess Diaries (2000)

by Meg Cabot
(#1 in The Princess Diaries)

Mia Thermopolis is pretty sure there's nothing worse than being a five-foot-nine, flat-chested freshman, who also happens to be flunking Algebra.

Is she ever in for a surprise.

First mom announces that she's dating Mia's Algebra teacher. Then Dad has to go and reveal that he is the crown prince of Genovia. And guess who still doesn't have a date for the Cultural Diversity Dance?