Mary (Jena Malone) can't believe it when she gets pregnant by her newly gay boyfriend. She also can't believe the actions of her popular, relentlessly devout best friend, Hilary Faye (Mandy Moore), who's looking after her wheelchair-bound brother Roland (Macaulay Culkin), attempting to convert adamantly Jewish Cassandra (Eva Amurri), and trying to snag cute newcomer Patrick (Patrick Fugit), a hip skateboarding missionary.