Moesha prolongs her stay in New York and finds her relationship with Q deepening. But when Q's tour interferes with Moesha's future, she decides she'd rather go back to the way things were and return home. Afraid of the fact that he might lose Moesha again, Q proposes to her. Back in California, Dorian returns home from boot camp and has proven to the family (and himself) that he has changed his old habits. But when Frank immediately approaches Dorian with a contract from boot camp explaining if Dorian doesn't abide by the rules of Frank, he can be permanently removed from the house. Upset that Frank would approach him with the contract so soon, Dorian signs the contract and backs out on Frank's plans to go fishing. Instead Dorian makes plans of his own to meet with "Nice" to give a "beat-down" to a boy who stole "Nice"'s bike.
Moesha returns from New York with a secret that she wants to keep from her parents. Hakeem and Niecy attempt to make amends with her. After learning that Moesha and Q are now back together, Hakeem surprises Moesha with a emotional poem and a "promise ring". Meanwhile, Dorian is still trying to earn Frank's trust when he dates one of Frank's mentors named Cleo who isn't the angel that she appears to be. Also, Dee prepares to leave for Jamaica for her education-consulting job.
Alicia hides an Internet camera in Moesha and Niecy's bedroom for profit; invading their privacy and showcasing them to the entire world. After Moesha receives a gift from Japan sent by Q, Hakeem tries to win her back with gifts as well. Meanwhile, Myles thinks he got a girl pregnant by dancing with her after he tells Dorian about it.
Moesha can't stand the nasty and rude habits of her suite mates Niecy, Alicia and Brenda. So she tries to organize a meeting to establish "the rules," but a nearby appearance by the singing group Boyz II Men hurts attendance. Meanwhile, Dee returns home from Jamaica but has to break the news to the family that she's decided to stay in Jamaica full-time to work on her education-consulting job.
Hakeem and Niecy suspect that Moesha is creeping around with Jamal, her study partner. After going out on a date with Jamal, Moesha later stays the night with Jamal; leading to major suspicion between the two. Also, Moesha receives gifts from Q and a video-message from Khalib stating that he misses her and wants to keep in touch with her. Meanwhile, Dorian turns Frank's kitchen into a barbershop to prove that he can make money on his own.
When Frank and Dorian leave on a road trip to Las Vegas, Myles is sent to stay in Moesha's dorm where he develops a crush on Alicia. But Alicia lets Myles believe that she likes him and uses Myles to run errands for her. Meanwhile, Frank and Dorian, on their way to Las Vegas, try to resolve their conflicting issues toward each other.
In this hilarious Halloween episode, while trying to juggle studying, taking care of her family while Dee's away and planning for her Halloween party, Moesha, along with Niecy, starts using energy-raising vitamins to help her with mid-terms, but the vitamins cause some peculiar side effects. Meanwhile, Dorian becomes a dog trainer for a neighbor's dog named Frisky. But when he can't seem to keep the dog from barking and growling, things get ugly.
NAACP president Kweisi Mfume visits Moesha's campus to address to students about the importance of voting. When Moesha's former Girl Scout leader gives a speech on her candidacy for city council, Moesha, Hakeem, Niecy and Jerome are convinced to help her campaign. But when her interaction with Hakeem proves contrary to her projected image, the volunteers are forced with a tough decision. Meanwhile, when a mother of Myles' classmate finds out that Dee is out of town, she wastes no time making her move on Frank until neighbor and good friend Nikki Parker steps in.
Moesha is looking forward to Q's visit for Thanksgiving, until Niecy reminds her that she needs to tell her dad about her engagement. The next day, Moesha spots Hakeem at The Pendulum and tries to apologize for keeping her engagement a secret but he isn't ready to forgive her yet. Frank arrives for his lunch date with Moesha. She breaks the news that she and Q are engaged. Upset and furious, Frank storms out. At home, Dorian and his new girlfriend, Kristen, give Myles a pizza and sneak off to Frank's bedroom. Myles carelessly puts the boxed pizza in the oven to warm up. Frank later arrives home to find smoke pouring out of the oven. As the smoke alarm goes off, Kristen comes running into the kitchen wearing Frank's robe. Frank scolds Dorian for inviting a girl over to the house unannounced. Dee calls Frank from Jamaica when things calm down and as they talk, it's clear that he feels he's losing control. They wish each other happy anniversary and declare that their family is nothing compared to the Huxtables from The Cosby Show. As Frank sits on the couch, he indulges into a fantasy about the Huxtables with the members of the family as the "cast." Denise (Moesha) talks to Vanessa (Niecy) in the kitchen and reveals her secret engagement to a musician. Cliff (Frank) enters and Vanessa blurts out the secret. Cliff gives Denise a "Cosby" style talk about the cost of rent, tuition. food, etc., and she agrees to wait before getting married. He makes himself a vistory hoagie but is interrupted by Clair (Dee) before he can take a bite. She encourages him to talk to Theo (Dorian) about bringing girls into his room. Theo receives a wonderful "Cosby" talking to, as well. Later, Cliff and Clair are on their way out to an anniversary dinner when the kids dance and lip-synch to a raucous blues song
After a three-month separation, Q comes to visit Moesha, along with Khalib, for Thanksgiving. Dee's father, Arthur Loving, visits as well and brings along with him his grudge towards Frank. As Moesha and Q make up for time spent apart, Q makes an odd request involving her engagement ring. (Q needs the ring to help finance some new rap group he's producing.) Khalib advises his help and concern for Moesha and offers to lend them the money.
Moesha tries to set up Niecy with Hakeem's friend, Troy, but problems occur when Moesha learns that Troy is Alicia's boyfriend. Meanwhile, Frank leaves Dorian and Myles home alone for the first time. Dorian goes off to a concert leaving Myles alone at home.
Hakeem gets his first apartment with roommate Jerome. Moesha and Niecy stop by and they all reminisce on the times they've spent together from their teen years to adulthood, including Hakeem's frequent visits to the Mitchells' home, Kim's obsession for him, and his romantic relationship with best friend/ex-girlfriend Moesha.
Moesha fears for her life after openly criticizing a poet at "Poetry Night at The Pendulum." Meanwhile, Dorian starts a new job working at a recording studio, but Frank thinks that all of Dorian's long hours at work may affect his schoolwork. After an argument between Dorian and Frank, Dorian secretly tries to search for his birth mother. He asks for Moesha's help. After she reluctantly decides over night, Moesha agrees to help Dorian. By helping him, she retrieves Dorian's birth certificate stating his mother's maiden name: Barbara Dolores Lee.
While Frank is showing an old friend that he can still beat him in a race, Dorian goes in search of his mother.
Frank comes to visit Moesha at the dorm and confronts her about her attempts of helping Dorian find his mother. She explains to him that they both have to seriously talk. Later, Frank asks Dorian why he hadn't come to him first before seeing Barbara. Dorian tells him that he didn't want Frank to stop him and that he has his mother to count on now. Dorian visits his mother. When Barbara's sassy sister-in-law, Maya Wilkes, demands that she will not baby-sit for Reecy and Ray-Ray the same night that Barbara is expected to go out for the evening with her husband, Dorian volunteers to baby-sit, but discovers that they are more than a handful. Dorian tells Barbara that he should take his new relationship with her slowly after a few disagreements. Meanwhile, Moesha and Frank discuss the true facts about Frank's affair with Barbara and his rough marriage with Marguerite.
Moesha wonders what life would have been life is her mother would have raised her. Starring in her own soap opera "Moesha and the Restless".
Moesha is assigned a "husband" for a class project, and Niecy isn't thrilled when she is partnered with Hakeen, Meanwhile, Dorian gets an idea to record a demo for his band.
Moesha helps a friend exhibiting suicidal tendencies through a crisis, Meanwhile, Dorian dates a ministers daughter.
Moesha's feelings for Hakeen resurface after he gets hurt at a school concert, she had organized.
Moesha develops writer's block while trying to finish her paper. So she turns to Hakeem for help in hopes of curing her writer's block. But they develop yet another mutual attraction to each other. Niecy has an unexpected fling with Jerome. Moesha promises Niecy that she will not tell anyone if she can keep her and Hakeem's new-found relationship a secret. Hakeem soon becomes confused about their relationship. Later, Hakeem and Moesha discuss reconsidering their relationship. Frank isn't too happy that Dorian is skipping school to be with his older girlfriend nor the fact he is having sex with her.
Lenae tells Dorian that she has booked he and his rap group to attend a performance in San Diego and that they'll have to leave early, however Dorian's family is throwing him a graduation party on the same day. While trying to exit his own party, Dorian causes a stir which leaves everyone surprised. Frank and Dee confront Dorian and reveals that he wants to pursue a music career rather than going to college. Later, Dorian arrives at Lenae's house hoping that he could move in with her. But when she shuts him down, Dorian shows up at his last resort...Hakeem's apartment. Hakeem lands in the doghouse with Moesha when he refuses to retrieve the spare key to his apartment from his neighbor Shania.
Niecy wants to share an apartment with Moesha over the summer because she can't afford the rent. Hakeem wants Moesha to move in with him since Jerome is going away to clown college. Moesha asks her friends for advice and that doesn't help the situation. EveAs everyone is set to leave, Jerome discovers a positive pregnancy test in his hand. Elsewhere, Dorian gives Myles a tour around the recording studio when his former acquaintance, Lamont, arrives with his girlfriend, Diamond. Since Lamont wants a half interest in Dorian's band, "What!." Dorian refuses and Lamont says he understands. Later, Lamont and his sidekick, Big Norm, visit Dorian and reiterate their demands for half of "What!." When Dorian refuses again, Lamont becomes even more threatening. Later in the night Frank and Dee are frantic with worry when Myles fails to return home. When they go out to search for him, Diamond unexpectedly stops by the Mitchell home where Dorian was left to mind the phones. She informs him that Lamont is holding Myles captive until all demands are made. Moesha and Hakeem soon arrive to reveal their news to Frank. Dorian interrupts them and explains that Myles has been kidnapped, Moesha faints.....