She's All That (1999)
High school hotshot Zach Siler is the envy of his peers. But his popularity declines sharply when his cheerleader girlfriend, Taylor, leaves him for sleazy reality-television star Brock Hudson. Desperate to revive his fading reputation, Siler agrees to a seemingly impossible challenge. He has six weeks to gain the trust of nerdy outcast Laney Boggs -- and help her to become the school's next prom queen. high school, artist, nerd, bullying, teen angst, house party, wager, teen movie, performance art, break-up, dead mother, high school student, group of friends, young love, prom queen, pygmalion, self expression, social outcast, senior high school students, popular boy, modern retelling, cinderella story, high school prom