The movie Clueless is focused on teenage socialite, Cher Horowitz. Cher is fifteen years old, and lives in Beverly Hills. She comes from a very wealthy family, and lives in a mansion, where she enjoys a luxurious life. Cher's mother passed away, and she lives with her father, Mel, who is a very successful lawyer. Cher is very popular at school. Her life appears very superficial, revolving around her expensive clothes and her friends at school. Her best friend is Dionne, who has a very similar lifestyle, and outlook on life.
When a new girl, Tai, transfers to Cher's school, Cher and Dionne befriend her, and try to give her a makeover. Tai is a trusting, naive artist, with no clue about High School and popularity. She is not as wealthy as Cher and Dionne, so they initially take her on as a project. They try to make Tai over to improve her social standing, and try to set her up with one of the popular boys at school.
Cher's ex-stepbrother, Josh, is often at her home, even though he is in college and his mother is no longer married to Mel. Josh looks up to Mel, and works for him while he attends college. He finds fault in the way that Cher behaves and acts. They playfully argue constantly. She complains about his idealism, and he says she is selfish, vain, and superficial.