In which rich, sexy and dangerous prep-school step-siblings Kathryn (Sarah Michelle Gellar) and Sebastian (Ryan Phillippe) make a wager to seduce the virginal Annette (Reese Witherspoon). A cult ’90s classic with cutting dialogue and a not-quite-incestuous attraction between Kathryn and Sebastian, it’s the darkest of teen movies and every bit as smart and risqué as the 18th-century French novel it’s based on: Les Liaisons dangereuses. Listen out for the addictive soundtrack of era earworms: Placebo, Blur, the Verve, Fatboy Slim.
Director: Roger Kumble
Stars: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon
Genre: Teen | Drama | Romance