Moesha continues to help Dorian search for his birth mother. Hakeem thinks that Moesha shouldn't go digging up the past or she'll be faced with the possibility of a painful past. She assures Hakeem that she realizes the consequences but wants to continue the search for Dorian's sake. They notify a couple of women by the name of Barbara Lee. After tracking her down and learning that her actual name is Barbara Kennedy, Dorian becomes face-to-face with the woman who abandoned him. He learns that his mother also has a daughter, Reecy, and a son named Ray-Ray. When they all sit down and have a conversation, Barbara reveals some shocking news involving Moesha's mother, which Moesha can't accept. Angry and upset, Moesha leaves the apartment. Meanwhile, Frank is challenged to a race against Myles's friend's uncle. After winning the race, Frank's celebration is ruined when he learns that Moesha has been searching for Dorian's mother.

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.

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 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.

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. But when Moesha tells Q the news, he overreacts; leading to the end of their engagement.

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 com

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. Also, Moesha accidentally tells Hakeem that she's engaged to Q.

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.

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.

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.

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.

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.

Moesha returns from New York with a secret that she wants to keep from her parents, while Hakeem and Niecy attempt to make amends with her. Meanwhile, Dorian is still trying to earn Frank's trust.

Moesha prolongs her stay in New York with Q, while Niecy and Hakeem wonder where they stand with her; and Dorian returns from boot camp.