Chris is heading off to high school. While he's hoping to find diversity, the new principal at Tattaglia decides that Chris should be in the only all white home room. Tonya gets a job at Vanessa's Beauty Salon but how will the customers feel about her honesty?
Chris and another student Angel make a deal. Chris helps Angel with his homework and Angel helps Chris with a new girl. Rochelle tries to do the right thing by making friend with an ex-con who just moved back to the neighborhood, but what is she going to do when he won't leave her alone. Tanya and Drew watch Mr. Omar's fish while he's out of town.
Chris is thrilled when Jenise Huckstable asks him to the homecoming dance. His nerves begin to get the better of him when Jenise tells him that her father Dr. Clint Huckstable wants to meet him before the dance. Drew tries to get Doc to feng shui the store when he takes over Chris' hours.
After Julius and Rochelle raise the rent, Mr. Omar demands reparations and moves in with the family while his apartment is being repaired. While there, he begins to play blackjack with Drew and Tonya using real money. Meanwhile, Chris is assigned to do a book report and decides to watch the movie instead of reading the book as an easy way out. However, as he later learns from Greg, the movie he saw did not match the book assigned.
Although warned by Greg that it's a bad idea, Chris starts to help the football team with their homework as a means to socialize with the cool kids. As a result, Chris ends up failing his own exams. Meanwhile, Julius begins a new job collecting dead bodies for Mr. Omar's funeral home and soon finds himself appreciating life more. He begins to buy numerous gifts for his friends and relatives, but then ends up with financial troubles.
Doc has a new girlfriend who is making life hard for Chris so he decides it's time to get her to move on. Rochelle is not happy when she finds a bra in Julius' sock draw, but what she doesn't know is that Tonya is the one that hid it there.
Chris has a dilemma when a reward is offered for anyone who witnessed a shoot-out outside a movie theater. Chris was there but he was supposed to be babysitting Tonya and Drew - what will he do? Meanwhile, Julius and Rochelle have a very eventful anniversary at a Broadway musical.
When the dorkiest girl in school, who everyone calls "Big Bird", asks Chris out on a date, he agrees but only to spare her feelings. He soon realizes after spending time with her that he genuinely likes her.
Julius begins to take marriage advice from "The Oprah Winfrey Show" leading Rochelle to suspect an affair. Meanwhile, Chris volunteers for the "Big Brothers" program and is shocked when he learns the identity of is his "little brother".
New Year's Eve in Times Square is something Chris really wants this year but needs an adult to accompany him. And that is where problems arise... Meanwhile, Tonya and Drew make a bet to see who stays up the longest and Julius becomes a local hero.
Chris recieves help from a complete stranger during a city-wide blackout and decides to return the favour by helping the old man meet new friends. Meanwhile, Rochelle discovers she is one year younger than she thought she was and Greg searches for an identity.
Chris and Greg decide to join the wrestling team to earn a varsity jacket in order to impress the ladies. Meanwhile, Rochelle attempts to lose weight by drinking a popular weight-loss drink which gives Julius a money-saving idea and Tonya jeopardises Drew's all-girl singing group.
In order to attend a 18 and over Fat Boys concert, Chris and Greg realize they need fake IDs to get in. Meanwhile, Rochelle plans a surprise party for Julius and Drew makes it his mission to track down the company that sold him a "faulty" pair of x-ray glasses.
Rochelle inadvertently prevents Chris from "cramming" for an upcoming PSAT test by taking the family out to a social event. Knowing a good score will help him get into college, Chris resorts to cheating...
Coach Thurman spots Caruso bullying Chris and suggests he take up boxing to defend himself. Meanwhile, Julius has a new set of problems when he suspects Rochelle of adultery and catches the eye of a female neighbour...
Chris just can't say no when a criminal on the run asks him to hide a stash of marijuana. But where can he hide it without it being discovered? Meanwhile, Peaches and Rochelle clash when Vanessa insists Rochelle learn the new computer system at the beauty salon.
Chris accidentally hits Greg while test driving the janitor's car, landing Greg in the hospital with a broken leg and Rochelle taking care of him. Meanwhile, Julius must figure out a way to entertain Drew and Tonya when it rains the entire time they are on vacation at the beach.
Chris is finally able to buy a car when he gets his driver's license but when it is stolen and vandalized, Chris realises having ownership of a car is a huge responsibility. Meanwhile, Rochelle finds Julius' hidden racing form.
Chris decides to take a stand against Rochelle by refusing to do his household chores, causing Rochelle to complain to Julius that her son is disrespecting her. Meanwhile, Mr. Omar thinks he is dying and decides to start saying whatever is on his mind.
Chris finally manages to ask out Tasha and she accepts but then Chris doesn't expect that all his free time and only doing things that Tasha wants to do is the result of being with his long-standing crush. Meanwhile, Rochelle discovers Julius' shocking secret!
When Chris and his classmates are given the task of memorizing a World War II speech and reciting it in front of the class as a punishment, Chris cooks up a surprising way of postponing his presentation. Meanwhile, Rochelle has problems of her own when a customer puts a hex on her.
It's the last week of school and while Drew decides he wants to try out for Amateur Night at the Apollo even without a talent at his disposal, Chris is informed that if he gets one more tardy he will have to repeat the 10th grade. But one day he misses the bus and arrives at school late, forcing him to deliver the bad news to his parents...