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The Beverly Hills Beach Club holds its annual reunion. Steve reminisces about his relationship with Kelly, as he lost his virginity to her on the beach in 9th grade. Clare is disturbed to learn of the couple's history, and comments on the "incestuous" nature of the group. Steve confesses that he helped spread rumors about Kelly after their break-up, causing her to gain a reputation as a slut. Kelly is hurt, but eventually decides to forgive him. Meanwhile, Steve's annoying half-brothers, Ryan and Austin, return and learn another hard lesson in finding girls. Ryan blows a chance at a date when Austin convinces him to spy on the girl as she undresses. Steve gives the boys a lecture about treating women with respect. David continues to dump all over Donna for quitting the music video business. He harasses her when she talks and dances with another guy, and they decide to break up. Kelly goes to work at an AIDS hospice to complete her summer school credits. Mark Reese, the general manager of the campus television station, recruits Brandon and flirts with Kelly. Also Valerie starts a casual romance with Kenny, who is married but supposedly separated.

On Halloween, Kenny orders Valerie to terminate her pregnancy. He agrees to pay her $100,000 to have an abortion. When he skips a meeting where he was to make the payment, she delivers diapers to his befuddled wife. Kenny angrily writes Valerie the check. Firefighter Cliff helps out with the Alphas' haunted house, where he encourages a young boy to overcome his fears. Cliff later has a date with Donna at the After Dark. Steve is miffed when Clare chooses to go to the Halloween concert with egotistical Dick Harrison, a Phi Beta Kappa member. He uses an escort service in the hopes of making Clare jealous, but she learns that Steve paid the woman and mistakenly assumes that she is a hooker. Steve turns down Clare's proposal of an open relationship. Meanwhile, Brandon and Tracy spend time together at the club, although he does not wish to pursue another workplace romance. He gives her a ride home and kisses her. Also, David refuses to spend the weekend at his grandparents' house in Palm Springs. At the end, David's father, Mel, calls him to deliver the bad news that his grandfather died of a heart attack.

David takes Valerie, Steve and Clare to Las Vegas for the weekend. He frightens them with his reckless driving. They see Ray perform in concert, and he comments on David's frenzied behavior. David gets drunk and suffers heavy gambling losses. He invites two young women on the street to join him at another casino. The women take David to their motel, where they drug him and steal his money, credit cards, jewelry and clothes. Ray calls Donna and advises her to fly in from Los Angeles. She yells at her friends for not babysitting David, then comforts him. Meanwhile, Brandon meets a troubled woman, named Melanie, at the Peach Pit; she was robbed just after arriving in town, and cannot get in touch with her fiance. Brandon provides her with refuge, and helps her pick up the pieces when she learns that her fiance has met someone else. Also, Steve steals a term paper from Brandon and turns it in as an independent study project. Mark agrees to be patient with Kelly, who is not ready for an intimate relationship.

David seeks his father's help in winning over Felice. Mel and Jackie invite David, Donna and her parents over for dinner. Felice naturally makes catty and snide remarks about the pre-prom incident from three years earlier (back in Season 3), the fact that Jackie and Mel are not married, and David's mental problems. A furious Donna refuses to come to her parents' house for Christmas. Felice apologizes to David and asks him to arrange a truce. Kelly's father fails to show for dinner, but a young woman arrives in his place. She stuns Kelly by revealing that she is her half-sister, Joy Taylor. Kelly is angry to learn that her mother hid the truth, and she and Joy become friends as they compare notes about their absentee father. Meanwhile, Chancellor Arnold immediately hits it off with Samantha at his Christmas party, making both Steve and Clare uncomfortable. The gang picks names from a hat to decide who will exchange gifts. Brandon and Tracy struggle with their gift selections, as neither wants to send the wrong message. While shopping for Kelly's present, Valerie gets some help from a kindly woman collecting donations at the mall. Val and Kelly wind up exchanging identical journals.

Donna joins the C.U. News as a weather forecaster, incorporating fashion tips into her reports. She begins receiving anonymous, menacing phone calls. Meanwhile, Clare sets up Kelly on a blind date with a guy who turns out to be a pompous windbag. Donna then tries to convince Kelly to go out with Evan Potter, a nice guy who operates the camera for the C.U. News. Kelly reluctantly agrees to a double date. Evan comforts Donna when her stalker leaves a threatening message on a videotape. While working late-night security detail as part of his probation, Steve has a run-in with the "Phantom of C.U.," a homeless man who lives on campus and plays pranks on security guards. Steve catches the guy in the act and learns that he is C.U. senior Larry Lincoln. Larry lives in the basement of a school building and eats from the garbage because he cannot afford food or housing. Steve doesn't turn him in, and gives him money to get an apartment for the rest of the year. Val tells Tom that she is only interested in a casual relationship. David refuses to believe that Tom can secure pop singer Donna Lewis (an old friend) for a concert. When the event proves to be a success, David thanks Tom by inviting him to stay at Mark's old house. (Mark was so devastated by his failure to receive the Dryer and break-up with Kelly that he left school just a few months before graduation—likely!)

Rusty, a technician at the TV station, quits in anger after the police question him about Donna. Evan admits his feelings for Donna and confesses that he is the stalker. When she tells Brandon and Tracy, he pulls a gun and holds the entire staff hostage. He holds Donna at gunpoint and forces Brandon and Tracy to put him on the air. He eventually lets the others leave, but Brandon refuses to leave Donna. Donna tricks Evan into putting his gun down by feigning an interest in him. She kisses him, then kicks the gun away as the SWAT team moves in to arrest him. Meanwhile, Valerie threatens to fire Tom unless he stops seeing Kelly. She apologizes, but he quits anyway. Kelly claims that she is not acting out of spite. Elsewhere, Steve and Clare try to keep their parents from dating during an excursion to San Diego, as they are afraid of being left behind. They finally apologize after realizing how selfishly they have acted. David, oblivious to Donna's situation, becomes more closer to Chloe Davis.

Donna is still shaken up after being held hostage, and Clare and David struggle to bring her out of her funk. She instantly perks up when Cliff makes a surprise visit. She tells him that she has a boyfriend, but David still feels betrayed. Luther Vandross performs at the After Dark for Valentine's Day. David reacts angrily when Donna decides to leave after the concert instead of going out with Luther, Chloe and him. Donna runs into Cliff at the Peach Pit and agrees to a date. Valerie's estranged mother, Abby, comes to town and asks her to approve a second mortgage for the family home, as Val is part-owner. Valerie wants nothing to do with the house and orders her mother to sell it, leaving Abby confused. Valerie is hurt to see Tom with Kelly. Kelly finds her crying in the ladies room. Valerie admits that she needs Tom and pleads for Kelly to set him free if she doesn't really care for him. The guilt-ridden Kelly breaks up with Tom, who later shares a romantic slow dance with Valerie. Elsewhere, Tracy finds the engagement ring that Brandon once offered to Kelly and mistakenly assumes that it is for her. Also, Steve infuriates Clare by smoking pot with Dick.

Tracy is in a snit over the fact that Brandon kept the engagement ring. She breaks up with him. Brandon and Kelly each confess their feelings to friends, but expect the other person to make a move. Tracy confronts Kelly, who admits that she still loves Brandon. Kelly tries to stop Brandon from returning the ring. He cannot bring himself to sell it, and runs into Kelly in the street. She believes that he has already sold it and pretends to support this decision. Brandon exchanges the ring to get a bracelet for Tracy, and Kelly buys the ring and sulks. Meanwhile, Valerie tells her mother that her father repeatedly molested her. Abby refuses to accept this and slaps Val. Abby comes to grips with the truth and apologizes for not protecting Valerie. Val asks Tom to leave town, as his presence is a painful reminder of the abuse. Donna is torn between David and Cliff. Chloe makes a pass at David and annoys him with her rude remarks about Donna. Donna tries to reconcile with David, but storms out when Chloe emerges in just a bra. Elsewhere, Steve and Clare go on a double date with Ryan and his girlfriend. Clare pressures Steve to talk to his brother about sex, but Ryan ultimately decides to remain a virgin for the time being.

Brandon and Tracy visit Jim in Hong Kong; Cindy is in London helping Brenda cope with mononucleosis. Jim realizes that Brandon still has feelings for Kelly, but Brandon claims that he is not stringing Tracy along. Back in California, Clare and Steve encourage Kelly to go out instead of moping around the apartment. She gets drunk, flirts with a stranger, and freaks out when she momentarily loses her ring. Steve convinces Kelly to put the ring away. Meanwhile, Felice and Donna argue about the proper approach to Dr. Martin's treatment; Felice wants to put him in a rehab center, while Donna insists that he would be better off at home. Valerie breaks her deal with Alan after he has Rob escort a new actress to a party at the After Dark. Rob is angry with Val for accepting money from Alan, but later asks her to become his manager.

Kelly learns that she is pregnant, and has difficulty breaking the news to her mother. Brandon is thrilled, but Kelly isn't sure that she wants the baby. Driscoll suggests that Valerie sell her shares in the club so that she has more money available for investment. Val makes a pass at David, prompting Donna to order him to end their working relationship. Valerie eagerly accepts David's buy-out offer. Clare is saddened by Mother's Day, so Steve tries to take her mind off things by going for a drive. Clare believes that her father cannot handle discussion of her mother, but Steve discovers that he was trying to spare Clare's feelings. He brings them together to reminisce.

Kelly suffers a miscarriage, and learns that she may not be able to have children. Donna worries about her finals; David adds to her stress by pressuring her to let him move in. Donna panics during a final and runs out of the classroom, costing her a chance to graduate. Professor Langely gives her a second chance by offering an oral final exam. Donna passes easily, and Professor Langely tells her that she has a future in the fashion industry. Rush refuses to give Steve a post-graduation job at one of his companies. Chancellor Arnold accepts a teaching job in France, and Steve fears that Clare will go with him. She decides to stay in Los Angeles and seek a future with Steve. Valerie angers Kelly by meeting with her father. Bill delivers the shocking news that Driscoll is no longer his employee; he has stolen all of Val's money.

Kelly again pressures Brandon to evict Val, as she and Brandon plan to live together. Brandon stops Valerie from killing herself and agrees to let her stay at the house. Valerie becomes depressed when her mom, Jim and Cindy all fail to come to town for graduation. She tries to make amends with Kelly after overhearing her push Brandon to evict her. Val pleads with Steve to lobby Brandon on her behalf, but he still kicks her out. Valerie checks into a motel across the street from the bluff where she once contemplated suicide. Brandon finds a suicide note and learns Val's probable location from David. Donna ponders taking her relationship with David to the next level. David helps Steve and Muntz with a senior prank. Kelly is furious when her father insists on attending her graduation. The gang receives invitations to a special grad party with a "roaring '20s" theme. Kelly's sister Joy confesses that Bill is responsible for the event. They arrive at the graduation ceremony in time for Brandon to receive an award. Kelly naturally believes that Val was faking her suicide attempt, and gives Brandon a hard time for going after her. Clare decides to move to Paris with her father, as she cannot imagine living a continent away from her only living family member. She asks Steve to come with her, but he turns her down. At the grad party, Brandon continually hassles Kelly to give her father another chance. She finally offers her forgiveness, only to learn that he is going to jail for embezzlement. Kelly decides to make a fresh start with Val. Steve and Valerie have a drunken fling during the party. Ryan develops a crush on Joy. Donna loses her virginity to David.

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