| ShortSummary | - Bob gets his genitals crushed by a stripper wearing clogs during his best friend's bachelor party. When he confesses to Pickles that they can't have sex for two weeks, Pickles begins wondering whether or not her marriage to Bob is real. Meanwhile, Milo becomes an insomniac when Pickles and Bob stop having sex.
- Milo runs for class president, but loses to Debbie... who ends up an outcast after falling in a thresher.
- After a Hill kid chucks a rock at the window of Mr. Bergstein's house, the mayor hires a Bible-thumping, gun nut named Mrs. Hubbard to investigate the Valley for dysfunctional families. Meanwhile, Milo discovers that Helga's parents are missing and must care for her, making Bob suspect that Milo is abusing drugs. Helga falls in love with Milo and she kidnapped him.
- Bob Oblong becomes depressed after learning all his suggestions to make Globocide better have been used as kindling for the factory's furnace. Meanwhile, Milo creates an energy drink called "Manic"... and is named "The Corporate Messiah" by the higher-ups at Globocide.
- The Oblong family wakes up one morning, and youngest son Milo wants to be transferred from his "special" school to the area public high school. Mr. Oblong is confronted at work about the many expensive insurance claims his family has made on their plan, and his boss Mr. Klimer issues an ultimatum: if Oblong makes one more claim, he'll be off the plan.
Milo's friends try to come up with ways to "accidentally" injure Milo so his parents won't be able to afford Granville, but ultimately Pickles knocks a tree on Biff and Chip with her car while lighting a new cigarette. Milo meets and a "cute" girl at Valley High, Yvette, who is actually an alien. Milo tries to express his attraction to her, but the boys from the Hills beat him up and warn him to "stay away" from their women.
At the same time Bob stops defending his wife, worrying that if he is seriously injured they won't be able to afford medical care. Pickles consoles Milo and is touched by his feelings for Yvette, pointing out to Bob that he isn't afraid to do whatever it takes for the girl he loves. Yvette takes Milo to her 'house,' actually a barely disguised UFO and examines him, leaving an identifier tag on his nipple. The Hill boys beat him up again, but Milo decides to write Yvette a love letter, which Helga delivers in disguise when the Debbies have a tea party. The Hill boys find the letter and decide to set Milo's treehouse on fire but are thwarted at the last minute by Mikey and a garden hose. But the treehouse is set on fire moments later by Creepy Susie because she claims that she has "a problem."
Yvette takes her flying car to the treehouse, and finding only ashes, alerts the mother ship that her mission is incomplete due to the "nerdy, bald kid's" death. Her contact instructs her to self-terminate, mentioning that transport back to the ship is "not cost-effective". Yvette is forced to comply just as Milo is running up to see her, and is heartbroken. His friends and family interpret Yvette's death as a suicide, claiming she mistook the burning treehouse as a sign of his death. Milo pokes as Yvette's ashes as Bob tells his son that at least she will make a good fertilizer for their rosebushes.
- In an attempt to calm his hyperactivity, Bob and Pickles let Milo care for an injured Scottish terrier, but when the dog proves to be a bad influence on Milo, he's forced to give the dog up for adoption.
- An accident involving Insani-Glue and Milo getting chased by Biff and Chip results in Milo getting stuck to Biff and Chip's back, which cuts into their training for the two-man triathlon against Hill kids Jared and Blaine. Meanwhile, Beth feels left out and begins sticking herself to others.
- Bob gets his jaw injured at his company's theme park and is given a robotic body with the arms and legs he never had — and the confidence to quit his job and become a lifeguard.
- Biff and Chip get their driver's licenses and crash Bob's car during a drag race. Biff and Chip then buy Bob a new car at a police auction... and come across the Mayor's bribe money, which they spend on themselves, despite nightmarish harassment from city officials.
- NOTE: On the episode listings on the DVD cover, this episode is incorrectly listed as "Father of the Bride."
- Pickles gets arrested for neglecting Beth after trying to rescue her from a giant Venus flytrap and is sentenced community service by working as a den mother for a vaguely lesbian Girl Scout-esque troop called "The Little Amazons."
- When Milo and his friends get caught crashing a Debbie birthday party, Helga ends up losing Debbie's locket and goes in the sewers to retrieve it... only to be stuck in the Valley's sewer pipes.
- Pickles wins the chance at a shopping spree from a cigarette company, but when she passes out after smoking one too many cigarettes, Pickles decides to quit smoking — and becomes a thrill seeker after accidentally punching a woman during a Tae-Bo class.
- NOTE: This is the first Oblongs episode to have the full opening.
- Milo becomes an unlikely trendsetter for the Hill kids after Pickles sends him to school with a bucket on his head, but the fame goes to Milo's head when Milo sets out to create his own line of offbeat attire.
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