Vince is furious when he learns that Bobby did not kill Amanda. He shows up at their hotel during a weekend getaway and holds them at gunpoint. Billy files for divorce. Michael injects Kimberly with truth serum and gets her to admit that Sydney drugged Jane. She also tells Michael that she loves him. Michael throws Sydney out, and Kimberly asks her to stay at her apartment. Peter begins dating Alycia. Jane regains the use of her legs. She announces that she is quitting Hart-Mancini to concentrate on her own work. Matt is wary when Alan gains an on-screen reputation as a ladies' man.

Amanda tells Vince that Jack was not the loving son that he remembers. Vince is outraged, but decides to let Amanda and Bobby go. He sells his shares in Bobby's cable company, leaving the business in jeopardy. Amanda agrees to help Bobby. Peter pays Syd to accompany him to a party and try to win Bobby away from Amanda. A financially strapped Brooke is thrown out of her hotel room. Alison convinces Billy not to have Amanda fire Brooke. Brooke tries to win back her ex-fiancé, but he laughs at her. Kimberly receives a call from Vic. When she visits him in prison, he vows that he will get out. Jane decides to start a business in Jake's garage. Jane's relationship with Jake is strained when she makes vicious comments to Jo. Matt accuses Alan of trying to keep their relationship under wraps.

Michael learns that Vic has been mistakenly released from prison. Vic hides in the back seat of Kimberly's car and kidnaps her at knifepoint. Michael steals a car and chases them. Kimberly's car crashes through a fence and into a semi. Michael pulls her to safety before the car explodes. Kimberly wants to just be Michael's friend, but later changes her mind during an especially friendly Scrabble game. Matt is furious when Alan conducts a TV interview in their apartment and says that they are ""roommates."" Alan apologizes and joins Matt at a dance-a-thon, but is livid when they are photographed together. Sydney warns Bobby that Peter is out to destroy his relationship with Amanda. Alison learns that Brooke is living in her car, and invites her to move in. Billy pushes her to end this arrangement. Brooke is fired for mouthing off to Amanda. A drunken Brooke shows up in the courtyard to confront Billy. After she is left alone, she stumbles, hits her head on the side of the pool, and sinks

Kimberly is hurt when she receives divorce papers, although they had been filed months before her reconciliation with Michael. He suggests that they have a real wedding at the beach house and renew their vows. Michael fires Sydney at Kimberly's request. Sydney sues Michael and Peter for sexual harassment, and they are forced to appoint her office manager. Peter stifles Alycia's suspicions by claiming that his father was destroyed by the Parezis. They launch a plan to ruin Bobby's image by making it appear that he is bribing a senator. Jo accidentally takes Jane's sketch pad, and the designs are included in Richard's new line. Alison is outraged when Billy embarrasses her in front of a client to set up his own pitch. They later sleep together, and Billy tries to bully Alison into moving in with him. Alan tells Matt that the show's producer has decided that he and his co-star, Valerie, should marry as a publicity stunt.

Alison is put off by Billy's obnoxious behavior, and pushes him away. Amanda agrees to give Billy a raise if he can win a prestigious airline account. He sleeps with a rival executive to get her to reveal their strategy, then uses it to undermine them. Amanda turns to Peter for comfort after the bribery allegations against Bobby become public. An incensed Alycia threatens to reveal Peter's scam unless he stays away from Amanda. Jane has to cancel her fashion show because Richard has taken her designs. She sabotages Richard's show by using a tiki torch (part of the show's theme) to trigger the sprinkler system. Kimberly begins suffering migraines.

Billy continues to irritate Alison with his win-at-all-costs attitude and boorish behavior. He befriends the chauvinistic president of a vodka company, and usurps one of Amanda's accounts. Alan's parents come to town for the ""wedding,"" and are unaware that their son is gay. They reveal that they have purchased a house for Alan and Valerie. A distraught Matt gets drunk and sleeps with his friend Dave. Matt walks out during the wedding, and Alan refuses to go after him. Jo discovers that Jane is responsible for the mishap at Richard's show. She blackmails her into hiring Richard as a consultant. Kimberly develops an alternate personality--a prudish, controlling woman named Betsy Jones. Amanda rejects Bobby, and he breaks down her apartment door. Peter is later knocked unconscious following a scuffle with Bobby.

Bobby is arrested for assaulting Peter, but Sydney later convinces Amanda to have the charges dropped. Peter makes a deal with Billy's client so that he can pay off Alycia and escape her influence. Alycia takes over Bobby's company. ""Betsy"" throws the couch off the deck and sets it on fire, and later tries to maim Michael. Jake is furious to learn that Jane sabotaged Richard's show. He gets drunk during a fashion convention and sleeps with a stranger. The woman is later hired as Jane's new assistant. Alan outs himself to a tabloid because he can no longer live a lie. Matt is hesitant to take him back.

Alison takes a job as a waitress at Shooters. Amanda uses Billy's status to her advantage in her contract negotiations. Kimberly asks Peter to take Michael out of town for a few days so that she can have time to herself. Michael and Peter head to Palm Springs, where they are judges in a teen beauty pageant. Teri Carson, the pushy mother of one of the contestants, tries to convince Peter to vote for her daughter. Her daughter, Brandi, seduces Michael. She does not win the pageant. Amanda dumps Billy to go back to Peter. She rejects Peter after Teri shows up on his doorstep and says that she is suing him for sleeping with her underage daughter. Sydney tries to bond with Bobby by getting him drunk and getting tattoos together. Sydney's friend Laurie comes to town with her young son Tyler. Jo takes them in because Sydney has no room for them. While babysitting, Jo discovers bruises on the boy's back. Matt laments the fact that Alan has moved to New York.