Steve and Janet finally break the news of her pregnancy, which garners hostility from her conservative mother and father, and mixed reactions from his unorthodox father, Rush. Meanwhile, David tries to curb his radio persona in an attempt to make up with Robyn, but is sidetracked by fans wanting more of his love life. Both Matt and Noah offer to move out of the house to make room for Steve and Janet's nursery. Also, Dylan tries to help out a hotel maid who has to bring her two wild sons to work with her. Gina proposes a plan to Noah, to turn the After Dark into a gentlemen's club to make some quick cash.

The loss of a client's business puts Matt in financial straits because of the engagement ring he bough for Kelly which was paid for with the retainer. Gina tries to help Matt by asking Dylan for the $15,000 Matt owes, but Matt refuses the money because of his own pride and reliance, while he begins lying to Kelly about his financial problems. Meanwhile, Dylan grows uncomfortable about God-parenting to Kelly because of her engagement. David and others benefit from a man's crush on Donna whom she asks out on a date that flops. Also, Noah attempts to fight his loss over breaking up with Donna by hanging out with a pair of wild and crazy swingers, named Josie and her brother Shane, that come to the After Dark every night.

Matt's older brother, Patrick, pays a visit with his wife and asks Matt for a very personal favor: to be a sperm donor so his wife can have a baby since he is sterile. But Kelly pressures Matt not to agree to the favor. Noah is threatened by Josie's brother, Shane, when Dylan refuses to cover for Josie's drug loss after David destroyed a drug stash to avoid getting arrested. Meanwhile, Steve tells Janet about his previous encounter with Darby who was a wild and crazy nymphomaniac during her days at college. Donna, now running the boutique shop on her own, goes out with a fashion designer, named Dan, while David has a meeting with Camille Desmond, a magazine columnist. Also, Gina gets a promotional job offer, but only if she trains her employer's spoiled son, Michael, for an upcoming prom dance contest his school is giving.

Camille returns to town after a long vacation with hope of reconciliation with David, unaware of his returning feelings for Donna who finds Camille's presence uncomfortable. Meanwhile, a reported surfing accident in Dylan's area makes Kelly searching for him thinking that he may be dead. When the rumor is false and Dylan turns up alive, Kelly ponders her hidden feelings for him. Janet is offered a better editing job away from the Beverly Beat which makes Steve wary over this turn of events. Also, Noah meets with Ellen again to try to work out their differences and start anew.

After David proposes marriage to Donna, both of them contemplate the matter and finally make a big decision. With Janet's career as a junior editor for the new owner of the Beverly Beat taking off, Steve become conflicted about being an unemployed stay-at-home father for baby Maddy. Kelly, while trying to open her independent public relations company, must make her own final decision on marrying Matt to console him after he learns that his brother in New York has suddenly died, and an uncertain-of-himself Dylan after he gets his college diploma. When Kelly tells Matt that she cannot marry him out of uncertainty, he lets the slip about his one-night stand during the desert road trip. Also, Noah contemplates commitment to Ellen and her daughter, but when he feels he's not ready, he breaks up with Ellen for good.

David and Donna announce their engagement in which all of their friends rush to give them the perfect wedding with Donna's mother, Felice, and Kelly's mother, Jackie, taking over the arrangements and Nat catering for the ceremony and agreeing to escort Donna down the church aisle. Meanwhile, Steve asks Janet to help him form their own publishing company so they both can have time for baby Maddie. Noah returns to Ellen and tells her that he has decided to give their relationship a second chance. At Donna's pre-wedding party, Kelly, Janet, Felice and Jackie are in attendance as well as friends from their past who include West Beverly High principal Mrs. Yvonne Teasley, as well as Andrea Zuckerman and even Valerie Malone. At David's bachelor party, Steve, Noah, Dylan, Nat, and David's father Mel attend the gathering as well as Steve's stepbrother Ryan and former KEG fraternity brother Munz, except for Brandon Walsh who sends his regards to everyone via videotape. The day of the wedding goes without a hitch and at the end, Matt shows up briefly to tell Kelly that he has decided to move back to New York, and she goes back to try to renew her relationship with Dylan.