Regina recruits Steve and Cedric to help impress her fiance's friends at a charity event in a mental hospital, which they soon become patients of; Bullethead and Romeo join Lydia's club.
Steve, feeling jilted over Regina's impending nuptials, kicks his effort to get her back. Lovita tells Cedric to flirt with the female landlord of an apartment they want. Lydia discovers that she was adopted.
Steve takes over as principal when Regina leaves town for her wedding, but she returns early from her honeymoon with tragic news. Elsewhere, Lydia nags Romeo and Bullethead about letting her join them during senior skip day.
Cedric's visiting Grandma Puddin' makes soul food out of the cherished possession Regina's husband left her in his will. Romeo, Bullethead and Lydia steal Steve's briefcase and hold it for ransom after he refuses to chaperone a class trip.
Steve handles the arrangements for the school's annual Teachers Appreciation Day assembly angering Cedric who usually plans the event. The acting principal then suffers from the stress of organizing the occasion and dating a younger woman.
Steve manages an all-girl singing group called Jail-Bait, and books a gig for them that he hopes will revive his own show-business career. His plans may be dashed when Regina's advice to the girls causes them to question their act.
Regina and Steve get very chummy during a game of Pictionary that also starts a fight between Cedric and Lovita. Lydia takes offense to an assignment Steve gives his music class that requires them to report on their family histories.
Steve has a hard time relinquishing his duties as acting principal when Regina returns to school, creating tension between them. Meanwhile, Cedric's in the doghouse after Lovita discovers he has a private savings account.
Romeo's family is moving but he wants to stay to graduate with his friends so Steve steps in, offering him a place to stay. Cedric and Lovita leave for a romantic ski weekend but Regina misinterprets a comment, inviting herself along.
When a storm leaves their apartment flooded, Cedric and Lovita need a new venue for their party; Cedric states that the apartment flooded due to them using spurs on the waterbed.
Romeo's mother visits from New York with news that she plans to leave her husband and start a new life in Chicago. Meanwhile, Regina hints that she wants her friends to throw her a party.
Regina learns that she is not going to be a maid-of-honor at a friend's wedding after she thought she was a shoo-in. Steve tells his music class to write a new version of the school song for an assembly the mayor is attending.
Steve's friend Byron decides to make Steve the subject of a documentary about a celebrity whose 15 minutes of fame has expired. Cedric, Lovita and Regina seize the opportunity to be interviewed for it and see themselves on television.
The annual faculty-student talent show brings out the worst in Steve, Regina and Cedric. Lovita complains about not being allowed to enter the talent show.
Romeo, Lydia and Bullethead sue Steve for damaging their pager and the case is heard on the Judge Mathis Show. Cedric sends erotic e-mails to Lovita posing as a secret admirer, not realizing that she knows that the missives are from him.
Regina agrees to go on a date with Steve's old pal Clyde, but only if Steve joins them and escorts a friend of hers. Meanwhile, Lydia doesn't realize that the cheerleaders only want to hang out with her because she works in a hip clothing shop. - - - When Lovita gets a tattoo, Cedric strongly objects.
Regina puts Cedric and Lovita in charge of planning Booker T's prom; Lydia thinks a boy she likes, Arthur Rabinowitz, is going to ask her to the dance, but the teen has other plans.
Cedric and Lovita secretly set Steve and Regina up on a blind date. Romeo and Bullethead send Lydia false college acceptance letters. Lovita suffers from mood swings.
