10 Movies & Shows Like Never Been Kissed (1999)

Description: Both films feature female protagonists navigating high school social hierarchies. While 'Clueless' is more satirical, it shares with 'Never Been Kissed' a focus on personal growth and romantic misadventures. The fashion and 90s aesthetic are also comparable.

Fact: The film is loosely based on Jane Austen's 'Emma'. Alicia Silverstone's character was originally written as a blonde. The 'Rollin' with the Homies' line was improvised by Brittany Murphy.

Description: This film shares similarities with 'Never Been Kissed' in its high school setting and romantic comedy genre. Both films explore themes of self-discovery and the complexities of teenage relationships. The witty dialogue and strong female leads are also common elements.

Fact: The film is a modern adaptation of Shakespeare's 'The Taming of the Shrew'. Heath Ledger's singing in the stadium scene was performed live. The movie helped launch the careers of both Ledger and Julia Stiles.

Description: Like 'Never Been Kissed', this movie is a quintessential late 90s teen romantic comedy. It features a makeover storyline and explores themes of popularity and authenticity in high school. The lighthearted tone and focus on teenage romance are similar.

Fact: The film's prom scene was shot in the same high school used for 'Buffy the Vampire Slayer'. Freddie Prinze Jr. and Rachael Leigh Cook did not get along during filming. The movie features a cameo by Usher as the school DJ.

Description: This film shares the theme of transformation with 'Never Been Kissed', as both protagonists undergo significant personal changes. The coming-of-age story and light romantic elements are similar, though 'The Princess Diaries' has a more fairy-tale quality.

Fact: Anne Hathaway was almost fired for getting a pimple during filming. Julie Andrews did all her own driving scenes. The film was shot in just 45 days.

Description: This film shares with 'Never Been Kissed' a theme of underestimated women proving themselves. Both protagonists undergo significant personal growth, though Elle Woods' journey is more about academic achievement than romantic experience.

Fact: Reese Witherspoon shadowed real law students for the role. The bend-and-snap was based on a real move. The courtroom scenes were filmed in a real courthouse.

Description: Both films feature protagonists getting second chances at experiences they missed in their youth. The romantic comedy elements and themes of self-discovery are similar, though '13 Going on 30' has a fantasy element not present in 'Never Been Kissed'.

Fact: Jennifer Garner did most of her own dancing. Mark Ruffalo almost turned down the role. The Thriller dance scene took a week to choreograph.

Description: This modern Cinderella story shares with 'Never Been Kissed' themes of transformation and romantic misunderstandings. Both films feature protagonists who are initially overlooked but ultimately find love and self-confidence.

Fact: Hilary Duff performed her own stunts. The diner set was built from scratch. Chad Michael Murray kept his Princeton shirt as a souvenir.

Description: Both films explore high school social hierarchies and the challenges of fitting in. While 'Mean Girls' is more comedic and biting in its satire, it shares with 'Never Been Kissed' themes of self-discovery and the importance of being true to oneself.

Fact: Lindsay Lohan actually attended high school while filming. Many lines were improvised by the cast. The 'Jingle Bell Rock' dance was choreographed by the actors themselves.

Description: Like 'Never Been Kissed', this film features a protagonist navigating a new social environment (college instead of high school). Both stories involve themes of belonging and feature romantic subplots, though 'Sydney White' is a modern take on Snow White.

Fact: Amanda Bynes improvised many of her lines. The film was shot at the University of Florida. The seven dorks were based on the seven dwarfs.

Description: While more modern, 'Easy A' shares with 'Never Been Kissed' a focus on high school social dynamics and reputation. Both films feature intelligent female leads navigating complicated social situations, though 'Easy A' is more satirical in tone.

Fact: Emma Stone was not the first choice for the lead role. The film references several classic literary works. The 'Pocketful of Sunshine' dance was improvised.