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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.
- The Proud Family is taught an important lesson about the true meaning of Christmas and Kwanzaa by a homeless family. Guest Stars: Vivica A. Fox as Margaret, Samuel L. Jackson as Joseph, Raven-Symoné as Stephanie, and Pat Crawford Brown as Agnus.
- Penny fights for her right to play on the boys' football team at the big game.
- 2001–200522mTV-G6.5 (49)TV EpisodeMongo, a famous wrestler, takes ill after eating Proud Snacks, and Oscar and Suga Mama must step into the ring to defend Mongo's title.
- Penny participates in the 'Wizard Kelly Spelling Bee' unwittingly so her father can show off to his high-school rival who's son has also entered the competition.
- Dijonay decides to make Sticky jealous by asking out the cool new kid from Hawaii named Duke.
- Penny gets bad grades and class and thinks it's because the teacher hates her but eventually finds out her teacher and Sugar Mama have a long history.
- Sticky, in dealing with his parents divorce, starts hanging out with a group of bullies called 'The Altos.' In order to knock some sense into Sticky, Trudy and Penny recruit Oscar to expose Sticky to The Proud Snack Factory believing Sticky will find a positive role model in Oscar. Unbeknownst to the Prouds, Sticky has ulterior motives and steals the clues to a scavenger hunt contest being co-sponsored by Proud Snacks and Wizard Enterprises. Meanwhile, Oscar is gypped by Wizard Enterprises when his company logo is not visible to the naked eye, but when viewed under a magnifying glass, reads 'Prune' instead of 'Proud' Snacks.
- 2001–200522mTV-G8.8 (49)TV EpisodeWizard Kelly puts on a "Tween Idol" contest with celebrity judges Alicia Keys and Randy Jackson.
- Oscar and Trudy allow Penny to have a house party for her friends, but Penny finds out that her friends would rather go to LaCienega's party that is on the same day. When Penny's party is a bust because no one shows up, the Proud's and a few surprising people team up to show her that it's not the quantity of your guests, but the quality that makes a great party.
- Papi is sent to a nursing home that turns out to be a front for an okra farm where the residents are made to work. Penny and her friends join forces with Suga Mama to help Papi escape.
- After Penny has an argument with her mom and dad, she wishes all the adults would just disappear. To her amazement, Al Roker appears and grants her wish and all the kids in the world start running things.
- Penny is tired of baby-sitting, Bebe and Cece. She wishes that they were old enough to take care of themselves. Al Roker grants Penny's wish and the babies turn into teenagers.
- When Suga Mama enters a snack contest against Oscar and ends up winning with her secret recipe, they decide to join forces and go into business together.
- The Proud family brings home a duck named Chester after Penny saves its life on a camping trip and it becomes more than the family bargained for.
- Penny and her friends' musical group LPDZ, get a record deal but Penny is more interested in performing solo.
- 2001–200522mTV-G8.0 (45)TV EpisodeThe twin's first birthday party goes haywire when the famous children's performer "Thingy" no shows while Oscar tries to entertain all the impatient babies.
- Penny Proud is upset when she is tied with LaCienega Boulevardez, Dijonay's snobbish old friend, for the only opening spot on the cheerleading team. Later, she finds out the Boulevardez family are going to be her new neighbors.
- The Prouds' and Boulevardez end up stranded when they decided to go on a camping trip together.
- Penny and her friends take a martial art class. When her friends drop the class leaving Penny solo, Penny decides to stick it out and learns the discipline of martial arts.
- Penny decides it's time to stand up to the neighborhood bullies, the sisters, who relentlessly shake down the student body for their money. When the Gross sisters hear that it was Penny who snitched them out to the school principal, Penny learns how to lead them with conversation instead of confrontation in order to save her own skin. Also, Oscar and Trudy take the twins to Dr. Payne for their shots.
- Penny, Dijonay, and Zoey get a job at a department store, but get fired when a watch is stolen. However, in a video where Oscar was filming an attractive woman's butt while she was bending over, they realize that Bebe and Cece stole the watch.
- At a barbecue, Oscar nearly burns the Boulevardez's house down, and the Prouds take their neighbors in while they await repairs, much to the chagrin of Penny who is forced to share her bedroom with LaCienega. But when an embarrassing Boulevardez family trait is revealed during swimming class, Penny finds that the idea of her rival being knocked down off her high horse isn't as enjoyable as she thought it would be.
- Penny is forced to watch Puff and the twins when Trudy takes Oscar shopping with her. When Penny goes out to play with her friends, the stroller, with the twins and Puff in it, rolls away. Penny manages to save the twins, but Puff is lost.
- Penny takes on the role of a bad girl when she goes undercover to do an expose for the school paper and gets caught up in the power of intimidation.
- Suga Mama's driver's license has expired and it's time for renewal. So, she enlists Oscar to help her study for the exam.