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Down on his luck and out of money, former R&B star Steve Hightower lands a music teacher gig at an inner-city Chicago school. Showing who's in charge with his unorthodox approach, Steve discovers a new groove at Washington High School.
1999
Steve applies for the vice-principal position at the school, much to the chagrin of Regina. Meanwhile, Cedric comes up with creative ways to propose to Lovita.
Cedric and Lovita decide to live together before they get married. Regina ignores Steve's school proposal to counsel at-risk students. Meanwhile, Bullethead and Lydia share a locker, and Romeo gets a mysterious lockermate.
Steve and Regina clash while sharing the principal's office, and Romeo and Tessa travel to St Louis to elope. Meanwhile, Cedric and Lovita see a computer composite of what their baby would look like.
Steve pretends to be blind to impress a woman, and Bullethead enters the Miss Booker T beauty pageant in the hopes of winning a new computer. Meanwhile, Lovita wants to know what's in a locked metal box she found in Cedric's closet.
Regina stays at Steve's apartment while her place is being fumigated. Meanwhile, Lydia prepares for her belated bat mitzvah, and Regina wants to accompany Steve to a celebrity fundraiser.
Regina warns Steve about getting involved with a woman who stole her university boyfriend and then dumped him. Meanwhile, an electric shock gives Bullethead the power to pick winning stocks.
While Cedric is away at a coaches conference, his grandmother stays at Steve's apartment and torments Lovita. Meanwhile, Lydia, Romeo and Bullethead are bullied by a female student.
Steve pretends to be a single parent to impress an attractive member of a support group and pays Romeo to portray his son. Meanwhile, Regina conducts employee evaluations and Bullethead romances a Catholic school student.
New Year's Eve plans go awry for both Steve and Regina, while Cedric frets over the new millennium hoopla. Meanwhile, Romeo is invited to a party under false pretenses.
Regina attends a symposium on education and leaves Steve in charge. He later realizes that supervising the entire school is a greater challenge than he expected. Meanwhile, Cedric and Lovita argue about their wedding plans.
Regina recruits Steve and Cedric to participate in a charity bachelor auction where another woman outbids Lovita for her fiancee. Meanwhile, Romeo and Bullethead join Lydia in reading the school's morning announcements.
Regina wants her new school program approved by the visiting district supervisor, who instead takes a shine to Steve's ideas. Meanwhile, Bullethead, Romeo and Lydia join the faculty talent-show committee and change the format of the event.
Steve poses as Lovita's fiancé when Cedric is unable to attend premarital counseling, and a bond forms between them that Cedric finds disturbing. Meanwhile, Romeo and Bullethead's band auditions for a school dance and Regina tries to be more hip.
Regina offers to throw Lovita's bridal shower, but her plans cause friction with Lovita's friends, who envision a much livelier party. Meanwhile, Cedric and Steve begin to feel old and decide to do something wild to break out of their rut.
Retrieving a top hat for his wedding gets Cedric locked in a storage room with Steve--just as the ceremony is about to begin.
Cedric and Lovita spend their honeymoon in Orlando with Steve, Regina and some of the students after the school wins a free vacation thanks to a winning entry in a district contest.
Steve and Cedric enter a cooking contest in hopes of winning a new television, but they face tough competition from Regina and Lovita. Meanwhile, the faculty members serve as mentors to the students, with varying results.
To earn money to pay off their wedding bills, Lovita and cedric set up a salon in Steve's apartment, which may get them all evicted. Meanwhile, Regina fawns over a novelist who has agreed to speak to her book club.
Romeo's girlfriend develops a crush on Steve after the music teacher speaks to the feminist group the teen belongs to. Meanwhile, Regina feels left out when Cedric and Lovita begin socialising with another couple.
Regina sets Steve up with his dream date, while Steve finds a man for Regina who's not what he appears to be. Meanwhile, Coach Cedric follows a bizarre pregame ritual to keep his basketball team's winning streak alive.
Steve arranges for a celebrity to speak at the school's Entrepreneur Day, and when he learns that the guest can't make it, he's reluctant to tell everyone. Elsewhere, Cedric and Lovita discover an extra $8000 in their bank account.
Booker T High School is chosen to pilot a school-uniform program, which aggravates most of the student body. Elsewhere, Cedric misplaces his wedding ring.
2000
As Steve is about to celebrate his fortieth birthday, he makes his students list their life 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.
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. 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.
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. 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.
Steve tries to be a good friend and lets Regina stay with him in her time of need. 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.
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.
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. Cedric is in the doghouse after Lovita discovers he has a private savings account.
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.
When Romeo's family departs for New York City, he moves in with Steve to finish the school year. A misunderstanding causes Regina to invite herself on a ski weekend that Cedric and Lovita had planned to take alone.
Steve and Romeo become rivals for the affections of a twenty-five-year old swimsuit model.
Steve and his former Hi-Tops bandmates learn that Lil' Bow Wow wants them to appear in his latest music video.
When their apartment is flooded, Cedric and Lovita need a new venue for their planned house party.
Romeo's mother visits from New York City. When Regina keeps hinting about her tenth anniversary as principal, everyone prepares a surprise party.
With her best friend’s wedding coming up, Regina is stunned to discover she won’t be the maid of honor. Steve tells his music class to write a new version of the school song.
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.
The annual faculty-student talent show brings out the worst in Steve, Regina and Cedric.
When Judge Greg Mathis comes to the school's Career Day, Steve makes the mistake of having the television judge's car towed from his personal parking space.
Regina agrees to go on a date with Steve's friend Clyde, but only if Steve joins them and a friend of hers.
Still depressed over her own disappointment years earlier, Regina delegates the planning of the Senior Prom to Cedric and Lovita.
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.
Steve Harvey
Steve Hightower
Cedric the Entertainer
Cedric Robinson
Merlin Santana
Romeo Santana
William Lee Scott
Bullethead
Terri J. Vaughn
Lovita Jenkins
Lori Beth Denberg
Lydia Gutman
Wendy Raquel Robinson
Regina Greer
2001
Regina tells her staff to act professionally when they interact with their significant others at school. But her advice falls flat when Bullethead catches her hugging Steve in her office. Meanwhile, Cedric is upset by Lovita's lack of interest in him.
Lovita advises Steve to give Regina a duplicate key to his apartment to show how serious he is about their relationship. Meanwhile, Lydia downplays her intelligence to help her boyfriend, Arthur, feel better about himself.
Steve's parents are coming to town to visit, but to avoid the pressures of marriage he excludes Regina from their dinner plans. Cedric advises Steve to write down his feelings on paper to help him explain the reasoning behind his actions.
Steve is confused by Regina's mixed signals when first she wants to keep their relationship casual, but then pulls out all the stops for their one-month anniversary including a romantic dinner, a hand-knitted sweater, and a bed covered in rose petals.
In response to staff rumors of favoritism, Regina makes Steve proctor a test during the annual faculty luncheon. Meanwhile, Cedric and Lovita try to con their way into getting their still unborn child accepted into a prestigious school for children.
Regina goes on a singles outing that she booked prior to dating Steve, and when she calls him, another woman answers. Meanwhile, Lovita wants Cedric to sell his car so they can buy a minivan.
Regina's newly separated cousin Chloe moves in with her, but Chloe's arrogance quickly annoys Regina’s friends. Meanwhile, Cedric and Lovita each believe they’ve accidentally discovered their baby’s gender, despite agreeing to wait until the birth.
Steve plans an elegant dinner party with friends in celebration of his relationship with Regina. Meanwhile, Cedric is hesitant to participate in Lovita's childbirth class.
Steve and Lovita square off against each other in sleazy campaign tactics when they run for one open slot on the apartment building tenant board.
In the midst of planning Lovita's baby shower, Regina has to suddenly leave town and rely on Steve. Meanwhile, Romeo and Bullethead create a stack of fake teacher evaluations aimed at discrediting Mr. Hightower.
Regina hires a new assistant to fill in while Lovita is on maternity leave, but after Regina gives the homely girl a killer makeover, she thinks Steve may be making a play for her. Meanwhile Romeo tries to decide whether to go to college or go to work with his father driving a cab, as Lydia muses on her college dorm assignment to roommate, Laquitia Jefferson.
Steve is a little too enthusiastic in his glee over Romeo, Bullethead, and Lydia's impending graduation. Meanwhile, Steve and Regina compete with each other over who can book the coolest celebrity to speak at the commencement ceremony.
Regina is offered a job at a California school, and Steve must decide whether to accompany her or stay in Chicago with his friends and his teaching career. Meanwhile, Lovita is enduring false labor pains.
1992
1996
A former funk star named Steve Hightower enlists as a high school music teacher away from his original career in Chicago.
Bullethead is at the end of his rope when his dog gets impounded and he doesn't have the cash to bail him out. Meanwhile, Cedric gets the boot from his mama's apartment and looks to Steve for a place to live.
As he and Cedric struggle to work out their differences as roommates, Steve bets Regina he can put together a school band in fewer than five days.
Rumors of an on-going affair sweep the school when Sara and Romeo are caught hiding in a closet while trying to avoid Principal Grier. Meanwhile, Cedric goes way overboard vying for Teacher of the Month honors.
Romeo paints himself into a corner by falsely taking credit for the winning entry in a poster contest, for artwork that was actually done by Sophia. Meanwhile, Cedric receives a platinum card and goes on a spending spree, until he gets his bill.
The homecoming dance is approaching, and no one is happy with their dates. Romeo and Bullethead turn to Steve for help with the homecoming dance. Cedric joins a video dating service.
Romeo's old-school father enrolls him in vocational-training classes, much to Romeo's dislike. Meanwhile, Steve and Cedric try to catch a mouse running loose in their apartment.
On his way to play the piano at Regina's church, Steve gets arrested and thrown in jail with Cedric.
Cedric volunteers to be a Big Brother to a teenage boy and tries to get Steve involved in the organization.
Steve reunites with his old singing group to perform on an awards show. But when a band member gets sick, Cedric is the only available substitute.
Steve gets Regina to help trick his mother into believing they're a couple; Romeo makes two dates for the same night.
Bullethead and Romeo hope to pocket some cash hustling pool, but the tables are turned on them and they wind up holding the short end of the stick.
When Steve scores hard-to-get tickets to a concert, Regina agrees to go out with him.
On his way to play the piano at Regina's church, Steve gets arrested and thrown in jail with Cedric.
The Hi-Tops' ex-manager gets engaged and the group gathers for a bachelor party at Steve's apartment. Angela takes a compatibility test from a magazine, and the results show that her and Steve are not compatible.
A young woman claims to be Steve's daughter; Bullethead suddenly becomes popular with a pair of Chicago Bulls tickets.
Regina's parents also visit to renew their wedding vows for their fortieth anniversary. Meanwhile, Snoop Doggy Dogg and Puff Daddy visit the school to talk to Steve's class about the rumored rivalry between East and West Coast rappers.
Regina pretends to have a husband to impress an old school mate. Steve and his students are stranded in the airport.
Steve tries to put some sparks into Regina's dull party and proceeds to set the roof on fire.
A smooth-talking bank officer shows an interest in Regina. Romeo, Sara, Bullethead and Sophia steal a rival school's mascot.
Steve gets Regina a birthday gift to show her that he cares. But Regina also gets an expensive gift from another admirer and believes it is from Steve.
1998
On a sea cruise, Steve hopes to define his unconsummated relationship with Regina. While they're gone, Steve entrusts his apartment to a responsible student.
Bullethead and Romeo get the OK to take driver's ed, now being taught by Steve.
Cedric, Steve and Regina attend a mandatory computer course being taught by Lovita.
Steve tries to convince Regina that her former university professor is trying to hit on her.
When the TV Steve sold Lovita goes on the fritz, she sues him and they go before a judge he once courted.
Lovita and Regina take on Steve and Cedric in a pool tournament.
Junior and Vincent return, and Junior asks Regina to go out with his brother.
Steve's girlfriend, who works for the IRS, learns that Cedric is committing tax fraud.
Regina agrees to date the man-boy who services the office water cooler.
Lovita and Regina give a makeover to Steve's wallflower of a niece, who blossoms into a looker who gets a second look from Romeo.
A snowstorm strands Lovita at Steve's, while Cedric waits out the blizzard at Regina's.
Steve and Cedric get quite a shock from the strippers they hire for a bachelor party.
After a fight with her mama, Lovita moves in with Cedric. But when Regina sympathizes, Lovita moves in with her.
To impress her visiting great-aunt, Lovita tells a few lies. Among the lies she tells: she and Cedric are married; she's the principal; and Steve runs errands for the newlyweds.
Cedric believes there's a spirit haunting the apartment, so he talks Steve into having a seance.
Steve has trouble composing a song for a Black History Month assembly, until some unknown musical genius finishes it for him.
Cedric lets being named Teacher of the Year go to his head, angering fellow teachers, students and his girlfriend.
Cedric and Steve test out a lie buster, but the device backfires for Cedric when Lovita catches him in a string of white lies. Meanwhile, Lydia gets her own TV show; and Regina gets competitive with her new beau.
Regina helps Steve's friend with the one thing that keeps coming between him and his wife: dancing.
Steve wants to rekindle an old flame, but his former girlfriend has some news that might change his mind.
Regina becomes obsessed with defeating an old high-school rival in a choir competition.
A breakup leaves Steve broken, as does an injury he received while helping Regina move furniture. Meanwhile, Cedric tries to stamp out Lovita's petty jealousies.
1997
Cedric falls in love with Regina's new secretary Lovita Alizay Jenkins. As Steve's insensitivity upsets Regina, Romeo and Bullethead square off over a beautiful classmate.
Steve and Cedric argue over Lovita making herself too much at home in the apartment, so Cedric storms out and spends the night at Regina's.
School tough Coretta Cox takes a liking to Romeo and scares off his regular honeys.
Steve convinces Romeo to join the predominantly female choir and discovers that the teen can't sing a note.
For a fundraiser, Steve tries to reunite the Hi-Tops, but learns they've formed a new band without him. So he decides to make some beautiful new music with Regina. Meanwhile, Bullethead decides to quit school to work full time at his new job in the mall.
Steve's audition with Teddy Riley hits a sour note when his saxophone is pawned by Romeo, who uses the money to buy a suit.
Steve puts together a band and auditions at a local club, where the competition is his former group.
Steve blows off a banquet with the teenager he's mentoring so that he can prepare a romantic meal for Regina. Also, Romeo gets a hand from his classmates after injuring his arm in a skateboard accident.
Steve thinks his manhood is in question after Regina beats the stuffing out of a too-fresh chicken mascot at a basketball game. Also, Romeo and Bullethead enroll in a dance class.
Steve has competition for Regina's affections when her college beau comes back to town.
With Regina dating a new guy, Steve tries to get something cooking with a caterer who's working his party.
Warrington buys Regina a luxury car for their one-month anniversary and then gets upset when she doesn't drive it.
Regina drives her partner Cedric hard, in her quest to win the school's dance contest.
Steve agrees to date Regina's recently dumped, vulnerable friend. Lovita helps Ced with his taxes, and discovers receipts that show he has gone out with other women. And Romeo teaches his ""Mack-a-nomics"" class to teach the guys about how to get over on women.
Steve's father shows up with his young fiancée, and Steve thinks she's trying to kill the old man for a half-million dollar insurance policy.
Steve and Romeo both make a play for an attractive playwright whose latest work is being staged at the school.
Steve and Cedric think their housekeeping prayers are answered when they hire an elderly cleaning lady from Lovita's church.
On their way to a conference, Steve and Regina get stuck in a snowstorm while traveling the back roads. Meanwhile, Lovita's country cousin puts the moves on Cedric.
Steve and two of his former singing partners must find a fourth voice before their group performs at an oldies show. Meanwhile, the students get a lesson in parenting.
Steve and Cedric are up for membership in a men's club, where they'll be rubbing elbows with Chicago's business elite. Romeo and Bullethead use a new camera to meet girls.
Lovita is upset when Cedric wins a pair of tickets to a Chicago Bulls playoff game and decides to take Steve. Regina is upset when a shipment of cafeteria food is not delivered.
Rumors of a big announcement from Warrington has everyone thinking he's going to propose to Regina. Romeo and Bullethead send a strict teacher anonymous love letters hoping to help their grades.
