Mr. O'Neill submits one of Daria's essays to a contests in a teen girl magazine, and she wins. Her prize, if you can call it that, is to spend the day with the self-important editor of the eponymous magazine, a woman who thinks Daria's writing makes her "edgy," and spends much of her time trying to hold onto her youth and celebrity contacts. Jane believes it'll give Daria a chance to return the favor and spend a day at the editor's desk in New York City, but how much "edgieness" can she possibly handle?
Jake has a heart attack and his mother comes to the Morgendorffer household to take care of him; his heart attack inspires Quinn to study to become a heart doctor; two radio DJs broadcast their show outside Lawndale High.
Daria finally gets her driver's license, just before Jake and Helen take off on a marital retreat. When Jane and Mystik Sprial are pulled over in some hick town and thrown in jail for their inability to pay a traffic fine during an attempted concert tour, Daria must come to the rescue with bail money from the Lane household. To further complicate things, Quinn decides to tag along for the ride, and transforms it into more of an adventure that she was hoping for.
Secret service agents visit Lawndale High, and urge students to keep an eye of for students that might be different, and thus a threaten their safety, as well as the safety of the country. Though Daria & Jane become suspect numbers one and two, they actually start to notice an outbreak of weirdness among their fellow students, faculty members, and even relatives.