Jake fears that Kelly will be hurt if they continue their relationship and sets up a fake date with a friend to trick her into breaking up with him. Jane is depressed when Michael must work instead of spending a romantic evening with her. Billy completes his first screenplay, but Alison is decidedly less than impressed.

Alison is befriended by a guy from the mail room, who quickly asks her out and reveals that his father is the vice president of a sunscreen company with which D&D is doing business. After failing miserably in his new job at a coffee shop, Jake agrees to help his ex-girlfriend Peri with the sale of a fraudulent painting. Matt questions Rhonda's character after she reneges on a promise to help with a dinner at the halfway house.

Jane learns that she is pregnant, but doesn't tell Michael because he hadn't seemed thrilled by the prospect of having kids. Billy is given a column in the neighborhood newspaper.

While Sandy is shopping with Rhonda, she meets a new guy who asks her out. However, she soon realizes that there is no spark between them and tries to let him down gently. Meanwhile, Alison looks to replace her clunker car but has a hard time letting go because of all the memories it holds.

During his surprise birthday party, Jake receives an unexpected visit from his mother. Billy is the victim of a car-jacking after dropping off a passenger in South Central, and begins to display signs of racial prejudice, making Rhonda is furious. Jane and Michael quarrel after he behaves insensitively during a parenting class.

Jane gets bad news at a routine appointment. Michael is reluctant to express his emotions about the bad news, and quarrels with colleague Kimberly Shaw when she tries to convince him to show his feelings.

After a chance meeting in the street, Alison becomes romantically involved with environmentalist Keith Gray. Billy is saddled with bad credit because he has yet to pay off a college loan that he didn't even need. Jane is determined to work off the weight from her pregnancy.

Keith stays with Alison while his estranged wife, Lily, is in town for the weekend. Rhonda's new roommate turns out to be completely anal-retentive.

A mysterious aspiring photographer named Jo Reynolds moves into the building. Michael and Jane begin spending time with a respected pediatrician and his wife.

When Jo hits financial hard times, Jake offers to help her. Meanwhile, Jane loses her job and Matt continues his legal threads.

Jake is visited by a former girlfriend and Alison falls ill. Meanwhile, Rhonda meets a wealthy restaurant owner.

Jane receives a surprise visit from her sister Sydney, who has dropped out of college. Billy agrees to set up Alison with one of his friends. Jake tries to prove himself by taking up one of Jo's interests, poetry. Rhonda is furious when Terrence doesn't defend her to his snobbish friends.

Sydney continues to get on Jane's nerves and Jake reluctantly tells Jo about his meeting with her husband, Charles.

Alison is promoted to junior account executive and meets art director Amanda Woodward. Billy doesn't hit it off with a blind date arranged by Michael, but is attracted to Amanda. An overwhelmed Rhonda breaks her engagement.

Amanda, Billy and Alison spend the weekend at a lakeside cabin, while Jake and Jo have a romantic evening together. Matt is caught in the middle of Rhonda and Terrence's romantic problems.

Alison remains irritated about Billy's relationship with Amanda. Jo's husband offers her a $50,000 divorce settlement, but she wants to turn it down because of her pride.

Billy backs out of plans with Alison to have dinner with Amanda and her father. Jake objects to Jo's attempts to help with the business.

Billy and Amanda bicker constantly after he moves in with her. Michael's college friend makes a pass at Jane after they have dinner together.

Billy's father dies of a heart attack and Michael tries to convince Kimberly to move in with Billy.

Jake and Jo are forced to submit to AIDS tests after his ex-girlfriend Peri reveals that she is HIV positive. Billy uses an embellished resume to win a job at Escapade Magazine.

One of Billy's co-workers discovers that he lied on his résumé, and reports him to Nancy. Alison takes Billy out to lunch and Michael grows more concerned by his attraction to Kimberly. Matt gets a date with a lawyer, but the man turns out to be an egomaniac.

Michael and Kimberly are spotted by Alison, and Kay sends a burned-out Jane off to have lunch with Michael. Amanda propositions Billy at Lucy's engagement party.

Billy and Alison's first real date is a disaster, as she is worried about Michael's affair. Alison and Amanda come to a truce and Jake loans Billy a motorcycle.

Billy and Alison's new relationship is threatened by news from Amanda, and Jo's nights out partying with Karen come to an end.

The apartment building goes up for sale and an unidentified individual begins harassing Alison. Keith returns to Los Angeles, and Michael and Jane rekindle their romance.