Penny's efforts to impress a boy at school land her on the football team; and Oscar develops a new snack food called jelly poppers.

Penny's dad forces her to compete in Wizard Kelly's spelling bee so he can show-off to his old school rival, who's son is also in the competition.

Penny's crush on a new boy at school has repercussions beyond her wildest dreams when she helps promote his music-sharing Web site. Penny is used as a tool to infect the whole world with a website marketing illegal free music downloads using the philosophy that "free music is our birthright."

Penny is bored sick of her mother's veterinary job on "Go To Work With Your Mother Day", until a magician with a depressed tiger shows up at the clinic. Penny forms a bond with the tiger, but her mother is wary. Oscar tries to go to a basketball game, but the only way he can go is if he sells Ice Cream at the game, which attracts women, including Wizard Kelly's gorgeous wife.

A rumor involving Penny and Myron (the school nerd) is spread. Penny's reputation is ruined, and even her friends believe the rumor. Her enemy, and sometimes kind of a friend LaCienega started the rumor, and another rumor spreads about LaCienega trying to steal Myron away from Penny.

Penny and her friends feel like they are not getting enough money to do whatever they want to do, so they go on strike.

When the rich new Boulevardez family moves in across from the Prouds, they all hit it off right away except for the daughters Penny and LaCienega, who are competing at school for a spot on cheerleading squad, captained by their friend Dijonay Jones.