Valentine's Day finds C.J. in a predicament when he commits to two different Valentine's Day dates - Principal Gibb's ex-girlfriend, Cheryl, and Bridget and Kerry's uptight math teacher, Mrs. Krupp. Meanwhile, Bridget's excitement over being elected to the court of the Valentine's Day dance -- with a chance to be crowned Queen of Hearts -- quickly turns to shock when she discovers that Cheryl is also in the running.

After turning down Bridget's request to throw a "harmless" after-prom party in a hotel room, Cate decides to throw a school-sanctioned party at the house - which totally embarrasses her kids. Meanwhile, Kerry tries to make a political statement by inviting a girl to the prom, and Rory is overjoyed when a hot senior asks him to the dance.