A beautiful, off-beat woman blows into town and sweeps Ed off his feet, while encouraging him to face his fears and live life to the fullest; everyone gets more than they bargained for when Carol gives her students a journalism assignment to videotape and report a news-breaking story at Stuckeyville High; Ed discovers an unpleasant truth about Jim and forces him to tell Molly, who is devastated by the revelation.

Jennifer Bradley breezes back into Ed's life claiming that she needs his legal advice; Ed accepts Dennis's sarcastic offer to be his best man; Carol's impending marriage is making Molly feel neglected.

The families converge for the wedding, and Carol begins to have second thoughts after talking to her father about her parents' courtship; Warren enlists the help of Carol's sister Stella in writing a song for the bride, and the two hit it off better than Warren could have dreamed, leading him to seek out Eli for advice about women; Ed decides not to attend the wedding, but Carol begs him to reconsider; Jennifer encourages Ed to break up the wedding and he decides to go for it and ride up to the church on a white steed, but the horse he ends up with has other ideas; Dennis makes a painful decision to tell the truth at a crucial moment.

Tired of the continuing Carol/Ed saga, the pair's friends trap them in Stuckeybowl until they finally work things out, one way or another.