Answer
Never Been Kissed, released in 1999, stars Leelee Sobieski as Josie Geller, a socially awkward high school teacher who transforms herself into a popular and confident woman. The film follows Josie's journey as she navigates the complexities of adolescence and discovers her own self-worth. Sobieski's portrayal of Josie's transformation is both relatable and inspiring, making the film a memorable and beloved coming-of-age story.