Moesha is shocked when she learns that another student, whom she never knew existed, has been named valedictorian. After being assigned to interview him for the school's newspaper, she discovers that he and his younger sister are homeless and have been living in a car. Frank decides to have the "talk" with Miles.
Moesha meets the boy of her dreams at her prom and shares a romantic dance until he dashes off mysteriously. She spends the next day combing through yearbooks to find this mystery man who turned out to be an employee at the hotel where the prom was being hosted.
Moesha turns 18 and the gang decides to throw her a surprise birthday party but Kim spoils it by telling her. But the real surprise for Moesha is when all her former boyfriends, Ohagi, Q, Jeremy and Aaron, all stop by to show how they all want her back. But Moesha doesn't want to start over with any of them except for her former teacher, Channing. After realizing that a relationship between them wouldn't work, Moesha and Channing both decide to just remain friends.
Moesha, Hakeem and Niecy go across town for a graduation day brunch where Moesha's car breaks down an hour before the big event. After finding many solutions to finding a way to their graduation, Moesha, Hakeem and Niecy finally make it across the stage. But Moesha's post-graduation plans change when she gets a job offer with VIBE magazine.
After deciding to fore-go college, Moesha is now working at "Vibe Magazine" Her friends are jealous of her seemingly glamorous job but in actual fact she is just a gopher. Meanwhile Moesha's cousin Dorian, has run away from his home in Oakland and is seeking refuge with Myles.
In her new job, Moesha manages to set up an interview with Dr. Maya Angelou and convinces Niecy to be her secretary. Dr. Angelou gives Moesha some advice on going back to college. Later Joe discovers Moesha's deception.
While trying to keep up with the social life of college as well as the academic life, Moesha and Niecy are invited to their first college party. After discovering that the punch is spiked the hard way, Moesha's faced with having to call Frank to pick her up.
Moesha prepares for the homecoming dance but "friends" Moesha and Hakeem soon start to realize that the depth of their friendship may be reaching a new and unexpected level. Meanwhile, Myles disappoints Frank after selling the comic books that Frank handed down to him for his birthday.
Moesha begins to have rather erotic dreams about Hakeem. She tells Niecy, who believes that the two were always meant to be together. There is even more stress as the three prepare for a ski trip and Niecy wants them to work it out before Moesha considers backing out of the trip.