Angelina (Hinshaw) is an 18-year-old girl not far from graduating from high school. Her boyfriend Bobby (Weston) suggests that she should take naked pictures of herself and sell them. She is initially hesitant, but eventually does the photo shoot and uses the money to run away to San Francisco with her best friend Andrew (Patel). At a strip club party in the city, Angelina meets a wealthy lawyer named Francis (Franco), who offers to introduce her to a glamorous world of expensive dresses and lavish parties. Angelina also meets Margaret (Graham), a former porn star turned adult film director. Margaret offers Angelina, now using the porn name Cherry, direction in her entry into the San Francisco porn industry. Angelina makes several soft pornography films before deciding to do a Hardcore pornography. After Angelina shoots the film, an angry Francis chastises her before getting them in a car accident. Angelina returns home to find Andrew watching one of her films. After an argument, she decides to leave and meets Margaret at a bar. They make out before returning to Margaret's apartment to have sex. The final scene is of Angelina some time afterwards, having moved in with Margaret and becoming her lover, and takes on a new job as a porn director.