本该温馨美好的情人节，四名漂亮的女人却收到了令人不寒而栗的古怪卡片，接着古怪恐怖的事情开始在她们中间发生。原来，这一切起因于她们上学时曾无情的嘲笑过个一个性格内向、古怪的可怜男生。现金一转数年过去了，当年高中舞会上的“丑小鸭”已经变成了“天鹅”，决定回来在情人节当日对她们实施最无情的报复。到底谁才是元凶，这四个漂亮女人能否逃过此劫？围绕在她们周围的男士人人皆有可疑……Valentine's Day 1988: At the school dance, geeky Jeremy Melton bravely faces one rejection after the other when asking four popular girls to dance with him. A fifth girl, plump and insecure, agrees, but they end up making out under the bleachers. When a group of school bullies catches them, the girl claims that Jeremy attacked her. This causes them to strip off his clothes and beat him up in front of the entire school. Flash forward to 2001. We meet the five girls who were in that school gym: Kate, Paige, Shelly, Lily and the formerly plump Dorothy. They are all in their 20's now and trying to sort out their love lives, which is appropriate, since Valentine's Day is coming up. After a disastrous date with a loser, one of the girls, a pre-med student, is murdered by a Cherub-mask wearing killer who sent her a death threat in the form of a Valentine card prior to the attack. After the four remaining girls are reunited at her funeral, they all start receiving threatening cards and messages. At first they don't know who would want to hurt them, but eventually they figure that maybe Jeremy is responsible. Police records show that Jeremy has completely disappeared, so no one knows what he looks like. Could the formerly nerdish Jeremy have had plastic surgery and turned into one of the girls' handsome boyfriends? Who ever it is, the lone survivor has to put a stop to this spurned individual's murder spree before she, too, becomes a valentine to die for.
