Samantha "Sam" Montgomery is a high school student who lives with her wicked stepmother, Fiona, and her two spoiled stepsisters. Despite their mistreatment, Sam dreams of attending Princeton University and escaping her miserable life. One day, Sam meets a mysterious boy named Austin online and they agree to meet at the school's Halloween dance. However, when Sam arrives at the dance, she discovers that Austin is none other than the most popular boy in school. Panicked, she flees the scene and accidentally leaves behind her cell phone. Determined to find his mysterious internet friend, Austin sets out on a mission to track down Sam. Meanwhile, Fiona has other plans for her stepdaughter's future and forces her to work at their family diner instead of going to college. As the story unfolds, Sam must choose between following her dreams or living up to her stepmother's expectations. Will she find true love with Austin or will their social differences tear them apart?

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Some movies that have similar genres and were produced around the same time as A Cinderella Story include What a Girl Wants, Joe Somebody, The Perfect Man, Aquamarine, The Princess Diaries, Dr. Dolittle 2.

A Cinderella Story was released in theaters on July 16, 2004.