The series opens with the arrival of Jamal Grant and Chris Anderson to Manny High School. Both make different entrances with Jamal paying guys to walk him to school as his posse and Chris driving his Dad's car. El Train warns Jamal that he's dead meat if he even thinks about painting over his graffiti. Chris learns about it and proceeds to paint over it. In the end they both get assigned to do a video year book for the school year.

Alberto is delivering drugs for a drug dealer and doesn't know it. So the boys devise a plan to blackmail the dealer into leaving Alberto alone.

Dawn and Cassidy both run for Student Council President with Jamal and Chris as their individual advisors. Dirty politics arise and even Alberto and El Train get tired of it and El Train decides to run at the last minute.

Chris and Jamal end up in jail after getting caught with fake IDs. But the situation worsens when Al and El-Train (Steven Daniel) come to bail the guys out and end up behind bars as well. Meanwhile, Dawn and Cassidy offer their tutoring services at the school fundraising auction, but they're worried that Vinnie and Rocco have more than tutoring on their minds when they bid on the girls.

Jamal asks Cassidy if she can get her new boyfriend, 98 singer Nick Lachey, to perform with the rest of the group at an 'unofficial' school dance on the roof of Manhattan High. Although the dance is supposed to be kept a secret from Miss Noble, the gang soon realizes the consequences of trying to fool the principal.

Ms. Noble quits after the students take her for grant one too many time. She returns when her replacement gets out of control.

After seeing Cassidy perform in a student film, Jamal and Chris decide to make their own movie and enter it in a film festival. But when their ideas clash, they end up competing with each other to see who can make a better movie on their own. Meanwhile, Dawn, Al and El-Train volunteer for a psychology experiment and Dawn becomes frustrated when she can't do as well as the two guys.

The gang start working at a toy store and the owner wants Jamal and Chris to be friends with his son. His son, Tommy, is in a wheelchair don't like it when Jamal treats him different because of his disability.

Jamal is getting too close to his new girlfriend and does whatever she wants to do.