In this 1999 teen romantic comedy directed by Robert Iscove, a high school jock, played by Freddie Prinze Jr., makes a bet that he can transform an unattractive girl, portrayed by Rachael Leigh Cook, into the prom queen. The film explores themes of popularity, self-discovery, and the superficial nature of high school social hierarchies. Notably, the movie features a memorable performance by Paul Walker and a cameo by Usher. While it didn’t win any major awards, it has since become a cult classic. For those interested, it can be viewed for free on Soap2day.