On this Valentine's Day cruise, a singing valentine ""pussycat"" falls for a stuck-up guy who has just been dumped by his girlfriend; the owner of a secretarial agency plays secretary to a writer taking a working vacation, even though he is far better at romancing her than he is at taking dictation and typing up her notes; a womanizing pro football player falls for a snooty, straight-laced college English professor.

Keith reçoit un télégramme chantant Dear John et exprime sa colère sur la livreuse. Le chef de l'agence d'intérim, Sam, se fait passer pour un secrétaire, malgré son manque de compétence, pour apaiser la rédactrice en chef du magazine Liz. La star du football Duke a une aventure avec le professeur Kate.