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Slide 25 of 30

Movies Like Legally Blonde: Never Been Kissed

Josie Geller (Drew Barrymore) is totally out of her comfort zone when she goes back to high school as an undercover journalist. While she was originally there, she was the epitome of unpopular, but when she goes back as an adult, things are totally different. Josie's able to find her people — with the help of her brother, Rob (David Arquette) — and starts to fall for a very handsome teacher. It all sounds terribly reminiscent of Elle Woods falling for her older colleague at Harvard, doesn't it? Both characters had to learn a lot about themselves on their road to success, and it worked out well for each.

Image Source: Everett Collection