After a disturbance in the Hills is blamed on Valley kids, the Valley's mayor appoints a child-services czar to improve parenting skills. Elsewhere, Milo learns that his freaky friend Helga has been abandoned by her parents and he is forced to spend every evening with his lonely pal. But Bob and Pickles suspect their son's late-night antics may be because he is on drugs... more than his numerous prescribed pharmaceuticals, that is. And Chip and Biff walk in on their parents at the wrong time. . .and end up having to scrub their corneas.

To keep dry in the rain, Pickles puts a bucket on Milo's head and sends him off to school. Funzie, the cool guy, thinks Milo's bucket is hip, so the next day, everyone's wearing a bucket on their heads. Milo finds himself running with the in-crowd, so he sets out to launch a strange new line of apparel -- with disastrous results.

Pickles decides to quit smoking, but she replaces one addiction with another when she channels her nervous energy into becoming a reckless thrill-seeker. Her decision comes much to the dismay of Bob, who worries about her safety, and Milo, who resents her unseating him as the crazy one in the family.

Bob fears his career is going nowhere. That is, until marketing genius Milo's sales take off for his new energy drink, "Manic," which improves Bob's co-workers' productivity. But the real secret of his success is found out when Bob's company anoints Milo as their new CEO.

Milo runs for school president against Debbie Klimer, leader of the snobby Debbies, and he loses -- but then his opponent suffers a freak accident. The Klimer family fakes young Debbie's death while she goes under the plastic surgeon's knife, but the operation is less than successful and Debbie returns looking like The Phantom of the Opera. Shunned by her upscale family and friends, The Oblong clan and the valley kids take in the reject Debbie as one of their own. But when Debbie's cheerfulness starts getting on everyone's nerves, the valley kids turn to the freakish school nurse to get Debbie back with the in-crowd.