Penny's got the last spot on the cheerleading squad locked up-that is until Dijonay's preschool friend, LaCienega, shows up, and show's her up. To make matters worse LaCienega and the rest of the Boulevardez family have moved in across the street. Meanwhile, Oscar becomes obsessed with Mr. Boulevardez' amazing home theater.

When Penny discovers that she and her friends don't have even enough money for the Gross sisters to steal, she decides to organize a neighborhood strike for more allowance. When morale quickly erodes, Penny soon finds herself out on strike alone.

Penny tries to stop a rumor. She learns that rumors come and go and what's important is that she knows the truth. Trudy drags Oscar to her veterinarian awards banquet.

It's "take your daughters to work day" and Penny decides that a day spent with any other mom would be far more interesting than a day with her own. Determined to reconnect with her daughter, Trudy drags Penny to her veterinarian clinic where she ends up curing an ailing circus tiger whose thoughts she can somehow hear. Meanwhile, Oscar, his brother Bobby, and Felix peddle ice cream at the Wizard Kelly All-Star game.

Penny's crush on a new boy at school has repercussions beyond her wildest dreams when she helps promote his music-sharing Web site.

Wizard Kelly sponsors a spelling bee and Oscar enters Penny so he can relive his days as spelling bee champ. Oscar gets caught up in having Penny win that he hinders the contest.

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

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's grades fall victim to a longtime grudge held between her teacher Ms. Dinkins and Suga Mama; Oscar and Trudy enroll the twins in a private preschool.

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.

When the Prouds invite a homeless family over for Christmas dinner, the family stays for the seven days of Kwanzaa.

Penny gives Olei a makeover and she starts hanging out with Penny and her friends. Her sister Nubia realizes that it's hard being the Gross Sisters without Olei by her side.

When Penny throws a party the same night as LaCienega, only Myron and the Gross Sisters show up. Suga Mama's old friend gets Penny out of her funk and she realizes family can be fun.

At a weekend BBQ, Oscar burns down the Boulevardez house; in an attempt to be a good neighbors the Proud's allow Sunset, LaCienega, Papi and Felix to move in.

After Penny bumps her head, she is transported to circa 1955 via a dream and experiences the true meaning of Black History month. After quickly learning that in 1955, her best friend Zoey is not her friend because she's white and integration of the school's is a new concept for the students, she uses her knowledge from the future to educate everyone on how important it is to come together as a unified people.

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.

After the Prouds' neglect Suga Mama's poodle, Puff, he gets lost in a river and is sent on an adventure around the world. Meanwhile, Suga Mama has moved into Penny's room in order to cope with Puff's absence and the Prouds realize that it's their fault that Puff is lost.

Penny decides it's time to stand up to the neighborhood bullies, the Gross Sisters, who relentlessly shake down the student body for their money. Meanwhile, Oscar and Trudy take the twins to Dr. Payne for their shots.

Sticky, 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. Meanwhile, Oscar is gypped by Wizard Enterprises when his company logo is not visible to the naked eye.

When Penny joins her friends on dance show, the girls become celebrities as group L.P.D.Z. Oscar puts restrictions on Penny, but she disobeys and attends a party anyway.

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.