Whitley meets Julian, an attractive exchange student from Georgetown who is part of Hillman's anti-apartheid group. Kim receives a scholarship that will solve her financial problems and allow her to gain work experience in a lab, rather than flipping burgers at the Pit. Unfortunately, Freddie discovers that the company funding the scholarship is a subsidiary of a corporation with investments in South Africa. Julian proposes a boycott; he angers Whitley by recommending that Hillman cut all financial ties with the corporation, as this would cost Kim her scholarship. Due to her father's health problems, Kim would have to work two jobs to stay in school. A young man from South Africa argues against the termination of scholarships, because he feels that the success of African American students serves as a beacon of hope to black South Africans mired in poverty and oppression. Kim decides to turn down the scholarship anyway. Whitley accepts a date with Julian.

Whitley plays matchmaker for Dwayne and a beautiful coed in the hopes of convincing him to move on. However, she becomes extremely jealous and tries to sabotage the couple's date. Dwayne and Whitley try to establish some ground rules in an attempt to save their friendship. Walter angers Jaleesa by claiming that women cannot play poker. He bets that she cannot teach Freddie how to play, while Jaleesa challenges him to turn novice Kobie into an accomplished player. Neither apprentice picks up the game, but Jaleesa literally beats the pants off of Walter.

A lovesick Dwayne convinces Walter to let him tag along on a recruiting trip to North Carolina, where he is trying to sign a high school basketball prospect. Walter gets pulled over for speeding and is arrested because of his unpaid jaywalking tickets. Alvin Dix, the young man Walter is recruiting, has to bail him out of jail. Alvin shows little interest in Hillman because he wants to play for legendary coach Cap Connors. Walter, who played for Connors, tells Dwayne that the coach cares only about basketball and discourages players from getting a good education. Walter and Dwayne cause a melee at a restaurant when they mistake Connors' wife for a groupie, as the coach had used attractive women to recruit players in the past. Alvin eventually realizes that he and Connors have philosophical differences, so he decides to consider Hillman. Dwayne causes problems throughout the trip because he keeps seeing Whitley's face on every woman and deer. Jaleesa engages in another battle of the sexe

Whitley is distraught when everyone, including Julian, seems to have forgotten her 21st birthday. Kim has actually remembered, and is planning a girls-only surprise party. Dwayne and Ron decide to kidnap Whitley and throw her in a fountain for some reason. Kim fails to thwart their plans, but Ron falls while climbing the dorm wall and injures his leg. A depressed Whitley gets drunk on cheap wine and has a dinner date with her photograph of Denzel Washington. The girls arrive to take her out; they agree that she should have told Julian about her birthday instead of expecting him to find out on his own. Jaleesa pretends not to care when she sees Walter on a date with the medic who treated Ron. Whitley apologizes to Julian for testing him.

Dwayne, Ron, Kim, Freddie and Ernest head to Devil's Island, South Carolina for spring break. Whitley joins them at the last minute after Julian has to cancel their vacation due to a job interview. Ernest has big plans for Freddie, but passes out drunk. Ron tries to put the moves on Kim. A pair of murderous drug dealers searches the gang's van for a missing duffel bag. Dwayne and Ron discover money and drugs in the bag and try to go the police. Freddie and Kim meet the drug dealers on the beach and flirt with them, unaware that they are criminals. Dwayne and Ron return to the house after missing the ferry. Dwayne overhears the men threatening to kill him and tries to make a break for it.

Julian shows up to surprise Whitley, who wants nothing to do with him. Dwayne and Ron dress like women to get past the drug dealers and onto the ferry. They arrive at the police station to discover that they accidentally brought Julian's bag instead of the one with the drugs and cash. Paul and Eric search the house, failing to recognize Dwayne and Ron (who are still disguised as ""Diana"" and ""Rhonda""). They promise to return that night. The gang fears that the police will not make it in time because a storm has cancelled all ferry service. Kim, Freddie, Ron and Mandy head out in search of help. Whitley decides to sleep with Julian, but he doesn't think the timing is right. Dwayne hears the dealers coming and bursts into Whitley and Julian's room. Whitley gets into an argument with Dwayne after telling him that she is a virgin. As she opens the door to get him to leave, she gestures with a candlestick holder and cracks Eric over the head. The trio struggles with the men until Walter and

Dwayne is selected for Phi Beta Kappa, and his mother comes to town to watch his induction ceremony. Julian tells Whitley that he wants to ask her something important during their next lunch date, leading her to believe that he plans to propose. He instead asks her to spend the summer with him in Washington, D.C.; he will get her a secretarial job with his company. When Whitley insists on attending summer school and taking an internship, Julian accuses her of being sheltered. Whitley goes to Dwayne's apartment in search of advice, and mistakes Mrs. Wayne for a maid. Dwayne tries to cheer Whitley during a dinner party organized by his mother; he admits that Whitley is spoiled, but believes that Julian should give her some credit for setting her sights on a career. Mrs. Wayne warns her son that Whitley is trouble. Whitley gives Dwayne a gift and thanks him for always being so supportive. Mrs. Wayne asks her to join them at Dwayne's induction ceremony.

Whitley receives a phone call from Julian and agrees to have dinner with him. She is shocked to discover that he is engaged to a runway model turned translator who speaks six languages. The couple is to live in Paris. Whitley cannot come to grips with this news, and begins to pine for the life of luxury that she gave up when she dumped Julian. A frustrated Dwayne comes to believe that nothing he does will ever be good enough for her. Whitley goes to see a shrink, who recommends that she seek closure with Julian and do whatever she can to win back Dwayne. Dwayne refuses to accept Whitley's apology, even after she begs for forgiveness. He assures Ron that he isn't breaking up with her; he simply wants to watch a basketball game in peace. Jaleesa goes all out to secure the account of a potential client who is obsessed with sports.