Neither Jean West nor her friend Claire Middleton has had a date in ages. So when they each receive a passionate love letter, they're thrilled. But when the girls compare the letters, they discover something horrible: The letters come from the same guy-Scott Trost! Jean and Claire confront the handsome, arrogant Scott. Instead of apologizing, he suggests a dating contest with him as a grand prize.
Elizabeth Wakefield is stunned when Jean and Claire agree to the outrageous plan; her twin sister, Jessica, sees nothing wrong with a little romantic competition. But what neither Elizabeth nor Jessica knows is that their friends are secretly plotting to use the contest for revenge. Everything goes as planned, until the unthinkable happens. It looks as if Jean is falling in love with the enemy.