 It is the late 1980 s. At a high school dance, young nerdish-looking Jeremy Melton is spurned & insulted by every girl he asks to dance, except one named Dorothy. Later they start making out under the bleachers until a group of bullies discover them, and Dorothy says Jeremy attacked her. The boys further humiliate Jeremy by violently assaulting him & pulling off his clothes. About 12 years later, those same girls are in their twenties and enjoying the dating scene. But Jeremy has mysteriously disappeared. After one of the girls, Shelley (Heigl) has a date with an arrogant loser, she is savagely murdered in her medical school s anatomy lab by a tall, sinister man dressed in a dark coat and wearing a cherub mask. Just before her death, Shelley received a threatening Valentine s Day card. The other girls soon start receiving similar cards shortly after, and one at a time, they start dying violently. When police inform them that Jeremy Melton has not been seen or heard from for many years, Dorothy (Capshaw) speculates that he may have had plastic surgery and worked out to change his appearance. Kate (Shelton) has recently found herself a new boyfriend (Boreanaz) but Dorothy suspects he may in fact be Jeremy, using his new look to get close to the girls who spurned him so many years before...and seeking revenge...