At the start of another school year, Steve is about to celebrate his 40th birthday. After assigning his students the task of listing their life's goals, Steve finds a similar list he prepared 20 years earlier, only to discover he has achieved little of what he wanted. Meanwhile, as Steve learns Regina is dating multi-millionaire basketball star Jordan Maddux, a pregnancy test indicates Lovita and Cedric are going to have a baby. Steve decides to turn 40 while on a cross-country motorcycle trip

Regina recruits Steve and Cedric to perform at a charity function to impress the snooty wives of her boyfriend's teammates, since she's having some trouble fitting in. However, unbeknownst to the guys, the event is held at a mental hospital and after raising the roof, the two end up locked in with the patients and Steve gets in touch with his feelings about his crisis over Regina's wedding. Elsewhere, Bullethead and Romeo join Lydia's new club, but their ideas on how to spend the organization's funds cause division among the group's members. - - - Following her engagement to NBA superstar Jordan Maddux, Regina is distraught over not being accepted by the other player's wives. In an effort to win the wives' approval, she cajoles Steve and Cedric into performing at a charity benefit. But after learning she is not invited to the luncheon, Regina accepts Lovita's offer to use Steve's apartment for a party to get to know the other wives better. Meanwhile, Steve encourages Romeo and Bullet

Steve, depressed and feeling jilted over Regina's impending nuptials, kicks his effort to get her back into high gear when he hears of their accelerated plans to elope. Meanwhile, Lovita tells Cedric to flirt with the female landlord of an apartment they want; and Lydia discovers that she was adopted. - - - As Cedric and Lovita search for an apartment of their own, Steve takes bets on how long it will take for Regina's engagement to fall apart. But when Regina announces she and Jordan have decided to elope instead of waiting for the wedding, Steve knows there is little he can do to stop them. In a last ditch effort, Steve plants seeds of discontent with Regina and her fiancée, Jordan, by raising the issue of a pre-nuptial agreement. Meanwhile, Lydia's interest in life takes a nosedive after learning she was adopted. Heeding Steve's advice, Jordan produces a contract that causes Regina to wonder about their future. Hoping to take advantage, Steve looks to exploit Regina's growing inse

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. - - - Regina leaves Steve in charge at school as she heads off to elope with basketball star Jordan Maddux. Though Cedric and Lovita are certain of getting a special day off, Steve has other ideas. Seeking revenge, Cedric uses his new position as apartment manager to file a complaint about Steve's illegal satellite TV dish. But as Steve, Cedric and Lovita argue, Regina arrives to announce Jordan died of a heart attack while they made love. Meanwhile, surveillance cameras on campus tip Steve off to plans for Senior Ditch Day. Hoping to ease her pain, Steve offers to share his apartment with Regina for as long as necessary. Convinced Jordan's family seeks revenge, Regina refuses to attend her late husband's funeral. Meanwhile, when Steve uses the information from t

Steve tries to be a good friend and lets Regina stay with him in her time of need. Meanwhile, Cedric's visiting Grandma Puddin' makes some 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 the teacher refuses to chaperone a class trip to an amusement park. - - - Following the death of her husband, a grieving Regina reveals she's giving all of Jordan's personal fortune to charity. However, Steve attempts to head off the hasty decision by attending the reading of the will. Meanwhile, in hopes they can use it to persuade Steve to chaperone their Senior Class trip, Romeo, Bullethead and Lydia steal his briefcase. And when Cedric heads out of town for a coaching convention, he leaves Lovita to entertain his irascible Grandma Puddin'. When Puddin' consoles Regina, Lovita is convinced Grandma plans to make Regina her grandson's bride. Steve is desperate for the return of his brief

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. - - - With Regina at home recovering from the death of her husband, Steve is made Acting Principal at school. But when Steve takes on the responsibility for the upcoming Teachers Appreciation Assembly, Cedric says the event has always been his to plan. Undaunted, Steve forges ahead and, ignoring Cedric's complaints, chooses Bullethead to host the event with Lydia and Romeo serving as his writers. Meanwhile, Steve asks Lovita and Cedric to entertain Regina so he can invite his new girlfriend to the apartment for a romantic dinner. Upset with his usurping Cedric's authority, Lovita demands that Steve turn the assembly plans back over to her husband. But when Cedric and Lovita appeal to Regina, Steve collapses from what appears to be a heart attack.

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. - - - To mark his return to show business, Steve agrees to manage the all-girl-singing group, ""Jailbait."" Ignoring Regina's accusation that he is exploiting the young girls, Steve hires Cedric to help with the band's choreography for an important talent showcase at Club Mystique. Meanwhile, as Romeo takes advantage of the fact that Bullethead looks exactly like rap singer Reeses Pieces, Cedric and Lovita discover arguing puts them in the mood for lovemaking. After Vicky, Lauren, Karen and Tammy stumble into a meeting of her Teenaged Feminists, Regina convinces them to trade their skimpy outfits for a more conservative look. And after revising their songs to reflect a feminist point of view, the girls arrive at the club to unveil their makeover for Steve. M

Regina and Steve get very chummy during a game of Pictionary that also starts a fight between Cedric and Lovita. Elsewhere, Lydia takes offense to an assignment Steve gives his music class that requires them to report on their family histories. - - - Although Cedric and Lovita are tired of losing, Steve persuades them to continue participating in their weekly game night – if only to boost Regina's sagging spirits. However, another humiliating loss convinces Cedric that Lovita would rather have Steve as a partner. And though Lovita denies it, Cedric is convinced she believes he is only good for sex. Meanwhile, an assignment to find out how music played a part in her family history creates a crisis for the adopted Lydia. Not expecting problems, Steve schedules a dinner date at the apartment on the same night Regina plans to watch a movie. After asking Regina to make herself scarce for the evening, Steve worries when she returns home late. And when Steve complains, he finds himself in t

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. - - - Upon returning to work following the death of her husband, Regina wastes no time taking control of the school from Steve. From assuming responsibility for the athletic department budget, to reviewing the results of the career placement tests, Regina reasserts her authority at school. But when she decides to cut the budget for his new state of the art study hall, Steve decides he's had enough and resigns. After a palm reading by Lydia suggests looming trouble with money and romance, Lovita learns Cedric has been secretly keeping a separate bank account. Once Lovita moves back into Steve's apartment, Cedric uncovers evidence she has been hiding money from him, too. And upon confronting his wife about her own secret account, it's Cedric who ends up moving-in at S

Steve conspires with his friends and students to attend a celebrity golf tournament and appear to be in school at the same time after Regina refuses to let him take the day off. Meanwhile, Ced tries to pitch another one of his get-rich-quick schemes, which he calls ""Bro"" Balls, (black golf balls) to the contestants at the golf tournament. - - - With Cedric as his caddy, Steve is all set to play in the Chi-Town Golf Invitational. However, the plans to appear at the star-studded event are called into question when, unlike Cedric, Steve fails to ask Regina for the day off. And when Steve tries declaring the day of the golf tournament ""Self-Reliance Day,"" making it unnecessary for his students to attend class, Regina demands he be there to teach. Meanwhile, Cedric and Lovita hope to interest the celebrities playing in the tournament in their new line of black golf balls. Despite Regina's orders, Steve is intent on playing in the tournament. On the advice of his students, he then hatches

Romeo moves in with Steve after the teen's family departs for New York and the boy stays behind to finish the school year at Booker T. Meanwhile, a misunderstanding causes Regina to invite herself on a ski weekend that Cedric and Lovita had planned to take alone. - - - With his family moving to New York City, the only way Romeo can graduate is to find a responsible adult with whom he can live until the end of the school year. And when Romeo turns to him for help, Steve politely refuses. Meanwhile, when Lovita asks to borrow a pair of skis for a romantic weekend with Cedric, Regina mistakenly assumes that she's being invited, too. Cedric insists he will correct the misunderstanding, but can't bring himself to tell Regina that she can't come along. In order to stay in school, Romeo enlists Bullethead and Lydia in an effort to change Steve's mind. And when his friends all express reservations about his being able to handle the responsibility of being a parent, Steve is determined to pro

Steve and Romeo (Steve Harvey, Merlin Santana) become rivals for the affections of a 25-year old swimsuit model.

The sitcom celebrates its 100th episode with this musically themed installment, which includes performances by R&B singer Ron Isley and rapper Lil' Bow Wow. Steve and his former Hi-Tops bandmates learn that the pint-size rap singer wants to release a new version of the band's song ""Break Me Off a Piece of That Funk."" The young singer also wants the Hi-Tops to appear in the single's music video, which would include a dance routine choreographed by Regina featuring students from Booker T. However, Steve jeopardizes the deal by bad-mouthing Lil' and his manager, who both overhear his comments. - - - When youthful rapper Lil' Bow Wow wants to sample Hi-Tops music in his latest song and music video, he contacts his old babysitter, Lovita, for help. Told that Lil' Bow Wow is one of the country's hottest stars, and that the band will be paid for their efforts, Steve agrees to a meeting. And because Lovita set it all up, Cedric successfully presses to be included in the Hi-Tops, too. At the

""When a storm leaves their apartment flooded"", Cedric and Lovita need a new venue for their party. THIS SHOULD BE CHANGED: 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 to celebrate her 10th anniversary as Booker T.'s principal. - - - In response to Regina's repeated hints, the faculty and students set out to honor her 10th anniversary as principal. While Lydia tries collecting donations, her lack of success prompts Steve to turn the task over to Coretta. And as Lovita assembles decorations and food, Cedric promises he'll deliver Regina to the surprise party on time. Meanwhile, when Romeo's mother arrives unexpectedly and needs a place to stay, Cedric and Lovita insist she move in with Steve. And while Steve encourages her to take her son home to New York, Carmen announces she has left her husband and is moving back to Chicago. Although Steve would like nothing better than to have Carmen make up with her husband, she is determined to stay. But once Romeo hears the n

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. Meanwhile, Steve tells his music class to write a new version of the school song for an assembly the mayor is attending. - - - With her best friend's wedding coming up, Regina is convinced she will be the maid of honor. However, she's forced to cover her disappointment when Tiffany asks her future sister-in-law, Bernadette, instead. And, making matters worse, Bernadette wants Steve to be her date. Meanwhile, Cedric and Lovita proudly announce their graduation from bartending and insurance school's. And Steve prepares the students to sing the school song for the Mayor's assembly, the students complain about the tune, so Steve assigns his class the task of writing a new song. After agreeing to a date with an investment banker friend of Tiffany's, Regina is disappointed to find Percy is not her knight in shining armor. Already upset over not being asked to be maid of hono

Clips from past episodes are featured as a television producer interviews Steve's friends for a documentary about the former singer. - - - Steve's friend Byron, a television producer, decides to make Steve the subject of a documentary identifying a celebrity whose fifteen minutes of fame has expired. Cedric, Lovita and Regina seize the opportunity to be interviewed for the program and warm to the chance to see themselves on television. But when questioned, Regina won't divulge any information about her personal relationship with Steve and neither Cedic nor Lovita have a bad word to say about him. As the interviews progress, Byron realizes the scandalous stories about Steve might have to come from the students. Unfortunately, Romeo, Bullethead and Lydia don't have anything but positive anecdotes about Steve. Byron then questions Steve, hoping he might reveal a few skeletons in the closet, but Steve, instead, tells him that he's had a happy life educating and serving as a role model fo

The annual faculty-student talent show brings out the worst in Steve, Regina and Cedric. - - - With the approach of the annual student-faculty talent show, Steve and Cedric are determined to find partners to help them to beat the defending champion, Regina. Though she feigns a lack of interest in the contest and its prize, Regina secretly scours the student body for someone who will help her win again. And upon learning Bullethead is performing with Cedric, and Romeo has been chosen for Regina's tap dancing act, Steve partners with Lydia. Meanwhile, Lovita complains about not being allowed to enter the talent show, too. Upon arriving for their first rehearsal, Romeo finds Regina just wants him for his looks and not his dancing skills. When Lydia wants to perform a duet made popular by Barbara Streisand and Neil Diamond, Steve balks. When Cedric insults Bullethead at their first rehearsal, the students complain about how badly they are being treated and decide to go on strike. And af

Romeo, Lydia and Bullethead sue Steve for damaging their pager and the case is heard on the Judge Mathis Show. Meanwhile, Cedric sends erotic e-mails to Lovita posing as a secret admirer, not realizing that she knows that the missives are from him. - - - When Judge Greg Mathis comes to the school's Career Day, Steve makes the mistake of having the television courtroom judge's new Mercedes Benz towed from his personal parking space. Then, as Judge Mathis is making a presentation to his class, Steve confiscates an electronic messaging device. However, insisting it is a computer and doesn't violate school policy, Romeo, Bullethead and Lovita protest. When Steve finally returns a broken messaging device, Bullethead, Romeo and Lydia decide to take their case to Judge Mathis' TV courtroom. Upon learning of the lawsuit, Regina insists on joining Steve to help defend the school's reputation. Meanwhile, when Lovita fails to acknowledge his erotic e-mail, Cedric is certain that she's having an

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. Refusing to be drawn into the middle of a marital spat, Steve ushers them out of his apartment so he can prepare for a date. But when former band mate Clyde arrives looking for some help in finding his way home, he inadvertently ruins the cover story Steve used to get Paula to come to dinner. Meanwhile, after Lydia is assigned to work on a class project with Romeo and Bullethead, the school's cheerleaders target her for friendship in order to take advantage of her employee discount at a popular clothing store. As Cedric and Lovita continue to disagree over the tattoo, Clyde falls head over heels in love with Regina. And when Steve presses her for just one date with his old friend, Regin

Regina puts Cedric and Lovita in charge of planning Booker T's prom; Lydia thinks a boy she likes is going to ask her to the dance, but the teen has other plans. - - - Still depressed over her own disappointment years earlier, Regina delegates the planning of the Senior Prom to Cedric and Lovita. While Romeo looks to auction himself off as a date to the highest bidder, Lydia makes it perfectly clear she wants Arthur Rabinowitz to be her date. And with Arthur's help, Bullethead hopes his date will be a radio station contest's mystery celebrity. Meanwhile, as Cedric and Lovita secure the Grandview Hotel's main ballroom for the big event, Regina's prom memories continue to drag her down. Arthur turns to Steve seeking advice about how to ask the girl of his dreams to the prom. While Steve is certain the young computer whiz kid intends to ask Lydia, he's surprised when Arthur lands a date with classmate Julie Feldman. When Lydia learns the truth, she holds Steve responsible for ruining he

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. - - - With two tickets for a Chicago Bulls basketball game in hand, Regina asks Steve to join her. Unaware of their plans for the game and worried Steve and Regina will end up spending the rest of their lives alone, Lovita asks Cedric to help arrange a blind date between them. While Cedric struggles to understand why Lovita is suddenly so sensitive and irritable, Romeo and Bullethead set out to punish Lydia for bragging about her college applications. As part of the plan to set up the blind date, Lovita asks Steve to go out with a friend. Though suspicious, he's persuaded to give it a try when the woman described sounds wonderful. Similarly, Cedric turns to Regina with an offer to date a friend of his and she gets excited when Cedric describes the mystery man. However, when their blind dates are set for Friday, both St