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- Dave's encore from his special Sticks and Stones.
- Dave Chappelle takes on gun culture, the opioid crisis, and the tidal wave of celebrity scandals in a defiant stand-up special filmed in Atlanta.
- A former funk star named Steve Hightower enlists as a high school music teacher away from his original career in Chicago.
- 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 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 sets Steve up with his dream date, while Steve finds a man for Regina who's not what he appears to be. Meanwhile, Cedric follows a bizarre pregame ritual to keep his basketball team's winning streak alive.
- On his way to play the piano at Regina's church, Steve gets arrested and thrown in jail with Cedric.
- 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'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.
- 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.
- Steve tries to teach the class about historical black musicians while Romeo and Bullethead scam some older women at Regina's apartment.
- Regina helps Steve's friend with the one thing that keeps coming between him and his wife: dancing. Meanwhile, Steve and Cedric try to compete with Romeo and Bullethead in a string of events.
- 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.
- When the TV Steve sold Lovita goes fritz she sues him and they go before a judge he once courted-and dumped. Regina gets an autograph M. Jordan basketball which Cedric wants to use to inspire his losing basketball team, much to her dismay.
- Bullethead and Romeo get the OK to take driver's education which is now being taught by Steve.
- Cedric turns Steve on to being a Big Brother, but it turns out to be more than Steve can handle.
- 1996–2002TV-PG7.7 (12)TV EpisodeSteve has competition for Regina's affections when her college beau comes back to town to take a job as a sportscaster and to renew their relationship. Also Bullethead meets a new transfer student name Kim, who got a big backside.
- A young woman claims to be Steve's daughter; Bullethead suddenly becomes popular with a pair of Chicago Bulls tickets.
- Cedric wins a rigged "Teacher of the Year" award and lets it go to his head.
- Regina offers to throw Lovita's bridal shower, but her plans cause friction with Lovita's friends, who envision a much livelier party. Cedric and Steve begin to feel old and decide to do something wild and crazy to break out of their rut.
- Steve acts a like fool while pursuing a woman and his friends intervene to save his dignity. Regina warns Steve the woman stole her college boyfriend and then dumped him. An electric shock gives Bullethead the power to pick winning stocks.
- 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 agrees to date Regina's recently dumped, vulnerable friend. Lovita helps Ced with his taxes and Romeo teaches his "Mack-a-nomics" class to teach the nerdy guys about how to get over on women.
- Romeo uses Sophia's painting to win first place in an art contest; Cedric goes on a shopping spree.
- Romeo tries to avoid having to take a tough girl to a school dance. Regina is upset after losing to Steve at Scrabble.
- Steve gives a birthday gift to Regina on her birthday, to show her he cares. But Regina also gets a gift from another admirer, an expensive gift, and believes the expensive gift is from Steve.
- When Steve scores hard-to-get tickets to a concert, Regina agrees to go out with him. Meanwhile, Sara reluctantly agrees to go out on a date with Bullethead.
- Steve and Regina go on a cruise where he hopes to "define" his unconsummated relationship with Regina.
- When Bullethead gets arrested, Steve finds out that being a teacher doesn't end at 5 p.m
- 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.
- Regina's cousin stays in the principal's home after leaving her husband, but her arrogance irks Regina's friends, particularly Steve. Cedric and Lovita both think that they've accidentally learned the gender of their unborn child.
- Lovita Alize Jenkins convinces Steve to give Regina a key to his apartment instead of a fancy gift, but Regina is unimpressed.
- Steve convinces Romeo to join the predominantly female choir and discovers that he can't sing a note.
- Romeo's girlfriend develops a huge crush on Steve after the music teacher speaks to the feminist group the teen belongs to. Regina feels left out when Cedric and Lovita begin socializing with another couple who are hiding a secret life.
- 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.
- Steve, Cedric and Regina attend a mandatory computer course being taught by Lovita. Meanwhile Romeo decides to run for class president.
- Regina agrees to date the "man-boy" who services the office water cooler.
- Junior and Vincent, the two kids that Steve and Cedric mentored as "big brothers", return, and Junior asks Regina if she would go out on a date with his older brother. Steve dates a young coffee shop waitress.
- For a fund-raiser Steve tries to reunite the Hi-Tops, but learns they've formed a new band without him. So he decides to make some music with Regina. Meanwhile Bullethead decides to quit school to work full time at his new job in the mall.
- 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.
- 1996–200230mTV-PG8.6 (10)TV EpisodeLovita enlists Steve to pose as her fiancé. Meanwhile, Romeo and Bullethead form a singing group.
- 1996–2002TV-PG8.0 (15)TV EpisodeRegina pretends to have a husband to impress an old school mate. Steve and his students are stranded in the airport
- 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 and the usually friendly "game night" turns ugly.
- Steve and Regina clash when they share an office. Cedric loses his sex drive after a computer program predicts that his and Lovita's child will be ugly. Romeo and his girlfriend Tessa decide to elope after getting advice from Steve.
- 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.
- Steve reunites with his former band, "The High Tops". Romeo develops a crush on his tutor.
- 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.
- Steve must break the news to Regina and the students that basketball player Michael Jordan cancelled as guest speaker for Entrepreneur Day.
- A former funk star named Steve Hightower enlists as a high school music teacher away from his original career in Chicago.
- Regina's televised battle with a chicken mascot at a basketball game tests Steve's manliness.