Movies like Pumpkin

Mean Girls is a smart and witty look at high school social cliques and the consequences of trying to fit in. It shares with Pumpkin an interest in the themes of peer pressure and the hierarchy within the school environment.

Clueless, like Pumpkin, is a comedy that delves into the life of privileged high school students. Despite its lighter tone, the film's clever dialogue and satire of teen social structures might appeal to those who appreciate Pumpkin's exploration of similar themes.

Heathers is a cult classic that sharply criticizes the social dynamics of high school, similar to Pumpkin. Its dark comedic tone and the critique of the 'in-crowd' will resonate with fans of satirical teen comedies.

Easy A offers a modern take on the high school comedy, featuring a strong female lead navigating the treacherous waters of reputation and social standing. It's witty, sharp, and has the kind of biting commentary that fans of Pumpkin can appreciate.

Rushmore presents a quirky and endearing story of an ambitious teenager, blending humor and heartfelt emotion. Its distinct comedic style and the protagonist's complex character arcs mirror the quirky elements found in Pumpkin.

Welcome to the Dollhouse is an unflinchingly honest portrayal of the agonies of junior high. This film shares Pumpkin's dark humor and focus on the pains of growing up and dealing with social outcasts.

Dark humor permeates Drop Dead Gorgeous, a mockumentary-style comedy about the cutthroat world of beauty pageants. Like Pumpkin, it parodies and satirizes a specific slice of American culture with a keen eye for absurdity.

This biting satire about a high school election features a standout performance by Reese Witherspoon. It explores similar themes of ambition and social hierarchy as Pumpkin, dealing with dark comedy and the complexities of teenage life.