Bart falls in love with Reverend Lovejoy’s daughter Jessica. But he becomes depressed when Jessica fails to notice him. Bart re-enrolls in Sunday school and sits next to Jessica, hoping to impress her by not misbehaving. But his efforts prove fruitless. When Skinner nabs Bart in a detention sting operation, however, Jessica takes pity on him. She invites Bart to her home for dinner.

Bart uses the word “butt” during dinner with the Lovejoys and is promptly kicked out of the house. Jessica, however, is attracted to Bart’s “badness.” The pair travel through Springfield and commit acts of vandalism. But Bart turns out to be no match for Jessica’s insatiable appetite for mischief. He gets into trouble for things Jessica talked him into doing. Yet Jessica is never suspected of being a participant because she is the Reverend’s daughter. The situation comes to a head when Jessica steals money from the collection plate at church. The congregation immediately suspects Bart as the culprit.

Bart becomes a pariah throughout Springfield. He approaches Jessica, but she refuses to help clear his name, confident that no one would ever believe she was the thief. Bart concludes that although Jessica may be beautiful, she is not very nice. Determined not to allow her brother to take the blame for something he did not do, Lisa addresses the congregation and urges them to search Jessica’s room for the missing money. Members of the church rush to Lovejoy’s house and recover the money. Jessica admits her guilt, but explains that all she really ever wanted was attention.