Whitley plans to sleep with Dwayne for the first time on his birthday. The public speaking professor assigns the students to write their own eulogies. A young woman named Josie stuns everyone with her speech, in which she reveals that she contracted AIDS through unprotected sex in high school. Gina and Terrence display their ignorance about the disease and are afraid to be around Josie. Kim and Mr. Gaines defend her and advise the duo to become more informed. Ron worries that he could fall victim to AIDS because of his history of casual sex. He and Dwayne decide to undergo HIV testing. Whitley, still shaken by the news of Josie's illness, decides that she just isn't ready for sex.

Whitley catches Ron sneaking Freddie out of his apartment at six o'clock in the morning. Dwayne and Whitley cannot find any time together because he is working three jobs in an effort to support her. Dwayne expresses his frustration to Kim. Kim tries to convince Whitley to talk things out with Dwayne, but she hangs up on her. Whitley calls Montel Williams' talk show and confesses that she and Dwayne have not been having sex. She does not realize that Gina is addicted to the show and has organized a dorm-wide viewing party in the lounge. All of the girls come over to Whitley's house and offer advice. Lena, Gina and Charmaine suggest a girls' night out to take her mind off things. Whitley, Kim and Freddie go to a club alone because the others are under the drinking age. Freddie confesses to Kim about her attraction to Ron. Kim already knew what was going on, but thanks her for her honesty. Kim dances with Spencer, her lab partner. Whitley goes home to find Dwayne waiting for her, and the

Whitley goes to a jewelry store to buy a birthday present for her father. Freddie tags along because she enjoys watching Whitley ""power shop."" The clerk ignores them and is reluctant to open the display case. She also suggests a cheap watch, as she doesn't think that Whitley can afford any of the high-end merchandise. Freddie believes that the clerk is a racist and decides to leave. Whitley argues that the clerk probably thought they were poor because of their manner of dress. (Whitley had not changed after her tennis game.) Whitley spends a fortune to prove herself, but her friends argue that this only gives the clerk a fat commission. Whitley returns everything and tells off the clerk, getting the woman in hot water with her manager. The ROTC holds a retreat to teach civilians about life in the Army. Walter makes a fool of himself and loses a bet to Col. Taylor. Dwayne ignores Ron's instructions during a flag capture game. He gets lost in the mountains and comes in contact with poiso

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.

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 helps Whitley with her marketing project, but turns her down when she offers to take him to dinner. Ron tells Dwayne that he is being stupid and warns that he will lose Whitley unless he lets go of the past. Dwayne surprises Whitley by showing up at her apartment with dinner (while she is cleaning the oven in sweats and a jheri curl cap). Dwayne asks her to explain some of her actions, such as refusing to answer his letters during the summer and kissing Ron right in front of him. He is still unsure about whether he should trust her. Whitley concedes that she was wrong to play games; she says that she has come to appreciate everything Dwayne has done for her, and just wants the chance to be with him. She admits that she is in love with him. They are beset by a constant series of interruptions, and must finally seek refuge on the fire escape. Dwayne tells Whitley that he loves her, and they celebrate their new relationship with a kiss. During history class, Ron derides the homeles

Lena Horne travels to Hillman to dedicate a scholarship in her grandmother's memory.

Dwayne and Whitley run into each other on a flight back to school. Whitley finds that Dwayne has changed over the summer, as he is dressed in an expensive suit and seems to have matured during his successful internship at Kinishewa. Dwayne comforts Whitley when the plane experiences turbulence. Whitley kisses Dwayne in front of her entire dorm, prompting much teasing from her friends. Each insists that they are only friends. Whitley goes to Dwayne's apartment to see him, but is turned off when she finds him dancing like an idiot at a party. The residents of Gilbert Hall struggle to adjust to the fact that the dorm is now coed. Walter is the resident director, with Jaleesa as resident assistant.

Dwayne drives Whitley to New York for her father's wedding. He drops in on the Huxtables, hoping to rekindle his relationship with Denise and convince her to return to Hillman. Denise sends him reeling with the news that she married a Naval lieutenant during a sojourn to Africa, and is the stepmother of a three-year-old girl. Whitley becomes depressed about her father's marriage. She believes that he will forget her as he starts a family with his new wife. Dwayne and Whitley compare notes about their personal crises. They get caught in a blizzard, and Whitley's car suffers a flat tire. She and Dwayne huddle in the back seat and continue to comfort each other. They begin kissing, but are jarred back to reality by the tow truck's arrival.

Whitley's mother surprises Whitley and Dwayne by coming to visit for Thanksgiving. Whitley is too ashamed to admit that she is unemployed and that the couple was recently robbed. Marion stuns Whitley by introducing her fiancé, Malik, a much younger man who sells oils and poetry for a living. Although Dwayne believes that Whitley should let her mother live her own life, she fears that Malik is a golddigger. She asks Kim to come over and flirt with Malik in the hopes of driving the couple apart. Just when it seems that things can't get any worse, Dwayne's mother (who has not spoken to him since he married Whitley) shows up on the Waynes' doorstep. Freddie tries to avoid Ron and re-commit to her relationship with Shazza. She even dons her old ""earthy"" look for a rally on behalf of Haitian refugees, but a law school assignment conflicts with the protest.

Mr. Gaines leaves his son in charge of the Pit when he and Velma join Whitley and Dwayne for a weekend getaway.

Dean Davenport expels Terrell for packing a gun; Spencer aims to marry Kim, but she keeps shooting him down.

Walter wins a free Hawaiian honeymoon from a car wash, so he asks Jaleesa to marry him. Although she is uncertain, she eventually says yes. They plan to wed in two weeks. Jaleesa fears they are rushing and wants to call the whole thing off, but Walter reassures her. During the ceremony, they simultaneously announce that they don't want to get married; Jaleesa believes their interests are too different, while Walter can't fathom a lifetime commitment. They promise to remain friends, even though they will no longer date. Whitley enlists Dwayne's help in planning the wedding. She changes the subject whenever he tries to confess his attraction to her. Dwayne finally pulls Whitley into a kiss, which nearly causes her to faint. He asks her out after the wedding, but she is not ready for a relationship.

Charmaine annoys the other students with her pushy attitude in Dwayne's statistics class. Someone tapes a sign to her back that reads ""digit ho."" She assumes that Terrell is responsible, and he refuses to apologize. She calls him a hood, and they nearly get into a fight. Charmaine feels that Terrell humiliated her by publicly calling her a whore. She files a formal complaint. Although she finds his behavior deplorable, Freddie offers to represent Terrell in student court. She defends his right to free expression, points out that he was joking, and gets Charmaine to admit that she had also insulted students. Freddie finally realizes that Gina was actually the one who taped the sign on Charmaine's back. Terrell explains why he didn't deny the charges. He didn't think anyone would believe him because they had already assumed that he was a thug. Charmaine and Terrell make peace, and Gina is placed on academic probation.

Freddie organizes a mentorship program for teenagers detained at juvenile hall. They can receive parole by completing a week-long project. Dwayne is assigned two young gang members, who continually fight after learning that they are from rival sets. Much of the tension stems from the fact that members of one boy's gang killed the other's cousin. Dwayne tries to get the boys to turn away from violence and set some goals, but they don't think they have anything to live for. He tries to talk to their parents, with disastrous results. Billy's proud but violent father does not appreciate Dwayne's interference; he shoves him around and threatens him. Dwayne again emphasizes the fact that the boys can have futures; he tells them that they should not place limits on themselves because of the environment around them. Dwayne eventually gets through to them, as they perform a rap song that preaches for an end to violence. Billy's father listens to his son's performance and seems somewhat impresse

Dwayne discovers that Whitley has goaded Kim into letting her assist in the planning of her own surprise birthday party. Dwayne takes Whitley to a cheap dinner and tells her that he scrapped the party. She feels that she deserves a nice birthday after her rough year, while he insists that she should have trusted him to plan the party on his own. Dwayne sends Whitley into the kitchen, then sneaks all of their friends into the living room to surprise her. Charmaine and Terrell struggle badly in French class. They refuse to accept help from prize pupil Gina, and all other tutors dismiss them as a lost cause. Terrified at the prospect of having their perfect grade point averages ruined, they hide a baby monitor in Gina's bag in an attempt to learn the contents of the oral midterm. Charmaine and Terrell get caught and automatically fail the midterm, leaving Charmaine humiliated. She admits that she wouldn't have been so desperate to get a good grade if Gina hadn't taunted her about her str

Whitley tries to remake a tomboy; Ron helps Freddie put on a benefit dance for a worthy cause.

Whitley panics about spending the summer alone; Dwayne tries a new tack with Denise; and Maggie holds a yard sale.

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.

Marion and Adele clash over preparations for Thanksgiving dinner and throw food all over the kitchen. Marion takes Malik to task for paying too much attention to Kim. However, he is not her fiancé, but rather an actor whom she hired to break up Dwayne and Whitley. Malik backs out of the deal and joins the rally for the Haitians. Adele and Marion are mistaken for protesters and hauled into jail. When they wonder why they haven't been bailed out, Freddie breaks the news that Dwayne and Whitley are broke. Adele and Marion seem to bond over their disdain for their children's marriage. After returning to the house, Adele admits to Dwayne that she is mostly upset because she didn't get to see his wedding. Whitley assures her mother that she is happy, and everyone makes up. Shazza tells Freddie that he is aware of her dalliances with Ron. She admits that she can't decide which man she wants, so they end the relationship.

Whitley takes a job substitute teaching for an unruly remedial class at a run-down junior high school. The students are completely out of control the first day, then suddenly behave themselves perfectly. Whitley discovers that they all purposely failed their tests. She considers giving up, but instead challenges the students to prove their intelligence. At the principal's suggestion, she uses her own background to cover the material left out of the outdated textbooks. Dorian finally asks Lena on a date. He stuns her by revealing that he does not believe in pre-marital sex. She decides that she is still interested in having a relationship with him.

Rudy visits Hillman and becomes enchanted by Whitley, who tries to make her into the perfect little lady.

Dwayne uses his radio persona "Dr. Cupid" to find a Valentine's Day date, and Denise uses Dr. Cupid to reconcile Lettie and an old love.

Ron takes a liking to his study partner, Elizabeth; and is surprised to learn that she has a 13-month-old son. He is unsure about getting involved, but quickly bonds with the child. Believing that the boy needs a positive male role model, Ron tries a little too hard to step in and become a father figure. Dwayne arranges a performance by his old friends Heavy D & the Boyz for a charity concert. Whitley, who had hoped to bring in an opera company, organizes an anti-rap protest. She makes a fool of herself by espousing her views to Heavy D, unaware of his identity. Heavy eventually wins Whitley over, and the gang joins him onstage to dance during the show.