Prom Wars: Love Is a Battlefield (2008)

Two rival boys-only private schools end up competing for prom dates from a nearby all-girls private school. Caught in the middle is a scholarship student, Percy, at the more cerebral academy of the two. He had been dating Diana, but haughty silver-spoon student Geoffrey at the elite school of the well-off derailed them. So Diana came up with this plan as a way to make the immature boys both pay penance for their classless behavior and to have them actually earn their dates instead of merely expecting them. Which school will win the war? What if the faculties find out? How crazy will things get as the competition heats up?