Never Been Kissed (1999)

This romantic comedy tells the story of journalist Josie Geller, who pretends to be a high school student in order to write an article for her newspaper. For Josie, the experience brings back some bad memories of her adolescence, but she also capitalizes them in order to go unnoticed and not to make a fool of herself. A cast of actors and actresses with a flair for comedy accompany Drew Barrymore's charm in this film that explores the complexities of adolescence and adulthood.