In this 2003 romantic comedy directed by Troy Byer, a high school nerd, played by Nick Cannon, strikes a deal with a popular cheerleader, portrayed by Christina Milian, to improve his social standing. The film explores themes of popularity, self-worth, and the true cost of love. While it didn’t garner any major awards, it remains a notable entry in early 2000s teen cinema. You can watch it for free on Soap2day.