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- Follow the adventures and misadventures of Penny Proud as she does her best to navigate through the early years of teend-dom.
- Penny and her family are lured on an all expenses paid vacation where a mad scientist captures them, refusing to let them go because Oscar won't reveal his one of his secret Proud Snacks formulas.
- Four children create a homemade video game, and a supernatural vortex sucks them into a world similar to their game. They embark on a quest to find their missing game cartridges and stop the villain Zorch from taking control of the cosmos.
- Armed with a spankin' new spaceship, awesome new weapons, and Dent our four young heroes embark on a mission to assist some desperate aliens. They'll have to take on a pack of angry Space Scorpions, Sky Dragons, the evil shape-shifting Etra, in order to climb to the top of "The Great Idol" - a mystical mile-high statue.
- It's Halloween in Wizville, and everybody seems to be in the spirit, except for Penny Proud. When Penny is forced to don a costume to serve Proud Snacks to trick-or-treaters, and then is sent off to a Halloween Party she can't get into, she casually takes a bite of her father's snacks and develops superpowers. And just in time too, since she has to thwart a major crime spree by the Gross Sisters and protect her family from the wrath of a miserable ghost.
- Penny and her friends get tickets to go to a concert, but she and Dijonay have to stay home and babysit since both their parents go on a couples retreat. But Dijonay decides to ditch Penny to go to the concert, leaving Penny with Dijonay's wild and troublesome brothers and sisters.
- Both Trudy and Oscar's families come to visit for the twins' baptism, but end up arguing the entire time.
- It's Cultural Appreciation Week and Penny and the gang have to swap households with other students. Once Penny overcomes fasting during Ramadan with her Pakistani family, she learns to appreciate a culture she knew very little about.
- Penny is entrusted with her very own credit card, which she plans on using responsibly, but it seems to have a mind of its own. Oscar, meanwhile, nearly spends his family out of house and home in his attempt to catch a mouse.
- Penny crushes on Mega, a boy she met at the music store where she works. She realizes this crush has repercussions when she helps promote his music-sharing Web site.
- Penny's opponent in the campaign for school president tries to buy everyone's vote.
- Penny breaks her father's no-dating rule when she goes to the amusement park and pairs up with a boy named Carlos. Elsewhere, her parents go on a double date to a day spa.
- Penny and her friends form a dance group known as "LPDZ", and dance on "Hip-Hop Helicopter", a famous dance show. Oscar gets mad due to their skimpy outfits
- While doing a report for black history, Penny is caught in a windstorm and gets sent back to the year 1955 where everything she knew is gone.
- Penny is guilt-tripped into forming a relationship with a boy in a wheelchair on Valentine's Day. However, the boy turns out to be obnoxious and rude, prompting Penny to break up with him. Guest Star: Shia LaBeouf as Johnny McBride
- A guy by the name of Johnny Lovely comes to town and ends up showing the boys and girls a thing or two about the art of manners.
- Penny, LaCienega, and Dijonay give Zoey a makeover for the school dance. When Nubia Gross sees Zoey's makeover, she forces the girls to give her younger sister, Olay one too.
- When Mariah Carey's pet monkey, Francois, gets switched at Trudy's veterinarian office with Oscar's monkey, Mr. Chips, Francois is put to work at the Proud Snacks factory and Mr. Chips is living a life of luxury with Mariah.
- Penny wins a chance to shoot a half court shot at a basketball game for one million dollars. Oscar convinces her to let him make the shot to make good on a high school dream.
- Sugar Mama's older sister Spice comes to visit and she has the power to move things and tries to get money off Oscar. In this episode, we learn that Suga Mama and Spice hate each other.
- Dijonay and Penny battle in a spoken word competition.
- Penny is cast as 'Juliet' in the upcoming school play of Shakespeare's 'Romeo and Juliet.' Penny finds herself having a crush on her fellow cast member Kwok, who is playing 'Romeo,' and is nervous when she finds out there's a kissing scene in the play.
- When Penny persuades her parents to have a sleepover, things get a little out of control when Dijonay brings a bunch of other kids to the newly proclaimed "party". Penny and Myron get locked in a closet, where Penny realizes Myron is claustrophobic. At school, everyone is talking about a rumor that Penny and Myron are a couple.