Season 1, Episode 30 – Aired: 4/28/1993
Carpe Diem

Billy and Alison's first real date is a disaster, as she is fretting about Michael's affair and he has only one thing on his mind. Before they can try again, Alison is called away to a work retreat in Palm Springs. Michael has Kimberly beep him during his anniversary dinner with Jane because he decides he would rather sleep with Kimberly. On her way out, Alison tells Jane about Michael and Kimberly, but she doesn't believe her. Michael denies everything and tries to plant doubts about Alison, but Jane later catches him at Kimberly's apartment. Alison and Amanda come to a truce after Amanda shares her feelings about Alison's interference in her relationship with Billy. Jake loans Billy a motorcycle so that he can surprise Alison in Palm Springs. Amanda mistakenly receives a note from Billy intended for Alison. She tries to send him away, claiming that Alison is on probation at work and cannot see visitors for fear of losing her job. Alison goes to the parking lot to retrieve something for Lucy, and runs into Billy. They check into the hotel and consummate their relationship. Jo befriends a famous model and spends a lot of time partying with her. Jake doesn't like the woman's influence on Jo, but Jo believes he is just jealous of the fact that she is making connections and advancing her career.

Season 1, Episode 32 – Aired: 5/26/1993
Suspicious Minds

The apartment building goes up for sale. Lucy resigns from D&D, and tells Amanda and Alison that promotions may be in their future. Amanda asks Alison to keep her pregnancy under wraps, but Alison lets it slip while out drinking with a colleague to make Billy jealous. Amanda denies the man's allegations. She later suffers a miscarriage while working late with Alison. Billy and Amanda grow closer as he consoles her, and he is torn between the two women. An unidentified individual begins harassing Alison. Keith returns to Los Angeles, completely obsessed with Alison. Michael and Jane rekindle their romance during a weekend getaway. Jo tries to dodge Jake's discussions of commitment. She is arrested for carrying a concealed weapon while working on a photo essay about the homeless. Jake is enraged to learn that she went back on her promise to get rid of the gun. Rhonda proposes to Terrence. Keith stakes out Alison's apartment, and attacks Billy from behind with a tire iron. While Billy is in the hospital, Keith shows up to console Alison. Billy tells Amanda that he is in love with Alison. Jane confronts Kimberly at the hospital, and learns that Michael hasn't broken off the affair. Billy and Alison come home to learn that Amanda and her father have purchased the building.

Season 2, Episode 2 – Aired: 9/15/1993
A Long Night's Journey

Billy remains wary of Alison's relationship with Keith. Alison agrees to drive Keith to the airport. When she drops by his hotel room to pick him up, he tries to rape her. She kicks him in the groin and escapes. Keith is arrested, but released due to lack of evidence. Billy follows him back to Seattle. Jo fears that Amanda has set her sights on Jake. Michael convinces Kimberly to lie about their affair in court. Jane throws the wedding china at Michael. Sydney returns to L.A., and Michael seeks her friendship.

Season 2, Episode 3 – Aired: 9/22/1993
Revenge

Billy shows up at Keith's work site and assaults him. After Alison tells Keith that she hates him, he commits suicide while on the phone with her. Alison begins drinking and is sent home from work. Amanda tries to convince Jake to model for a beer campaign. Sydney caters to Michael's every whim, despite a warning from Jane. Matt is hired by the hospital's social services department.

Season 2, Episode 6 – Aired: 10/13/1993
Hot and Bothered

Billy and Alison cannot get Jake and Jo back together. Amanda forces Jake to work with Jo on a photo shoot, where they bicker. The Mancinis' divorce is finalized. Michael fears that Jane is stealing his friends, so he throws a party at the beach house. Jane goes drinking with Alison and Jo; then sleeps with her lawyer, Robert. Kimberly is irritated when a drunken Michael flirts with every woman at the party. Sydney passes out drunk and spends the night on Michael and Kimberly's couch. Jake tries to invite himself to Amanda's apartment, but she slaps him. Katya asks Matt to marry her so that she and her daughter Nikki won't be deported.

Season 2, Episode 7 – Aired: 10/20/1993
Flirting With Disaster

Jane throws Sydney out, but Amanda leases her an apartment in the building. Alison travels to a ranch to make a presentation to millionaire computer exec Steve McMillan, but it does not go as planned. Matt decides to marry Katya. Michael sleeps with Sydney while Kimberly is out of town at a conference.
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Season 2, Episode 10 – Aired: 11/10/1993
The Tangled Web

Jo, Alison and Billy go to Steve's ranch for the weekend. Billy is unhappy about Steve's attraction to Alison. Jo declines to sleep with Steve because she realizes that she hasn't gotten over Jake. Steve admits that he is also harboring feelings for someone, and suggests that they break up. Jo confronts Alison after deducing that she is the one for whom Steve is pining. Steve and Alison later share a kiss. Jake forms a friendship with Palmer and tries to get Amanda to open up about her childhood. Jake suspects that Palmer is engaging in fraud. Michael convinces Kimberly to stay at the hospital instead of moving back to Cleveland, and promises to remain professional.

Season 2, Episode 11 – Aired: 11/17/1993
Collision Course

Michael convinces Kimberly to have dinner with him. When she rejects his marriage proposal, he becomes very drunk. Kimberly changes her mind during the drive home, but Michael loses control of the car during their celebratory kiss. The car flips off an embankment, leaving Michael paralyzed and Kimberly in a coma. Michael blames Syd for the accident. The police suspect that Michael was driving under the influence. He pleads with Matt to change the results of his blood alcohol test. One of Sydney's co-workers takes her to a party. She makes a date with a director, unaware that he is under the impression that she is a hooker. Jo gives Alison the cold shoulder, and warns her that she is on the verge of destroying her relationship with Billy.
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Season 2, Episode 13 – Aired: 12/1/1993
Duet for One

Michael learns that Kimberly has died. He is transferred to a rehab hospital, but manages to convince Jane to take him in. Robert is enraged by this development. Billy breaks up with Alison and moves in with Jake. Sydney becomes a prostitute in an attempt to pay her bills. Jo doesn't believe Syd's story about becoming a highly paid model, but Syd refuses to open up to her. Lauren threatens Sydney after Syd storms out on a client with an affinity for "toys." Katya leaves Nikki with Matt as she returns to Russia to care for her ailing mother.

Season 2, Episode 14 – Aired: 12/15/1993
Strange Bedfellows

Alison learns that Steve is leaving for Europe in a few days. He gives her a new jeep and confesses his feelings. Alison joins him for a weekend on his ranch, but suddenly dumps him because she wants to reconcile with Billy. Billy's bitterness about Alison clouds his judgment on a writing assignment. Jake forces Palmer to confess to fraud on tape. Palmer convinces Amanda that Jake set him up, so she dumps Jake and plots to evict him. Michael falls out of bed, and Sydney refuses to help him until he apologizes for his past actions. Jo rejects Jake's thinly veiled advances, but Billy and Amanda sleep together.

Season 2, Episode 17 – Aired: 1/12/1994
Michael's Game

Alison complains to the brass about Amanda's mistreatment of her. After the FBI shows up with questions about her father's disappearance, Amanda is ordered to take a vacation. She heads to Hawaii with Jake, but returns because she fears that Alison is after her job. She goes to Billy and threatens to expose their one-night stand unless he gets Alison to back off. He refuses to cave in, although Alison ends up apologizing to Amanda anyway. Sydney sets up a hooker with an unknowing Robert during a business trip. Jane receives a videotape of the two together and breaks up with Robert. Reed and Jo sleep together. He later decides to start a charter boat service.

Season 2, Episode 18 – Aired: 1/26/1994
Arousing Suspicions

After Michael shuns her, Sydney tells Jane the truth about her involvement with prostitution and Michael's scheme against Robert. Jane blames herself for Sydney's problems, and throws Michael out. Sydney is acquitted because of an incompetent prosecution team. Jo is angry when Reed approaches Amanda as a potential investor in his charter boat service. Jake confronts Reed about his intentions toward the two women in his life. Billy wins a promotion, but learns that the job requires a move to New York. Matt is annoyed by the bizarre behavior of his new love interest. He learns that the man is a closeted Navy officer.

Season 2, Episode 21 – Aired: 2/16/1994
Swept Away

Reed plans to start over in Mexico after one last major drug deal. Jo knocks him overboard with a harpoon, but the boat runs out of gas. When Reed climbs on board and holds her at gunpoint, Jo is forced to shoot and kill him. She is arrested when the Coast Guard raids the boat. Alison accepts Billy's explanation about his date, but breaks up with him again when he wrongly assumes that she is moving to New York. He follows her back to Los Angeles and surprises her with a marriage proposal. Sydney presents her blackmail demands and moves in with Michael.

Season 2, Episode 22 – Aired: 2/23/1994
With This Ball and Chain

Jo faces murder charges following Reed's death. Jake is angry when Amanda refuses to help Jo because she could be implicated through her financial ties to Reed. She later has a change of heart, hiring her accomplished family attorney to represent Jo and putting up the apartment building as collateral for her bail. The charges are eventually dropped; the D.A. knew that Jo's crime was self-defense, but wanted to press her for information about Reed's associates. Alison accepts Billy's proposal. Billy tells Amanda that he wants to tell Alison about their one-night stand (but doesn't follow through), so Amanda confesses to Jake. At the engagement party, Jake decks Billy after being asked to serve as best man. Amanda explains the situation to Alison. Alison is stunned by the news, but forgives Billy. Sydney continues to charm everyone at the hospital, and even convinces the chief of staff to let Michael return to surgery. Despite his protests, Syd decides that she and Michael are getting married.
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Season 2, Episode 25 – Aired: 3/23/1994
The Two Mrs. Mancinis

Billy ignores Alison's wishes and tags along when she heads to Wisconsin for her father's fiftieth birthday party. He is furious when Alison refuses to share the news of their engagement. When Alison's ex-boyfriend Adam serenades her during the party, Billy announces the engagement. Adam warns Billy that the Parker family is "weird." Alison is haunted by nightmares after returning to L.A. Jane and Sydney's grandmother dies. Jane learns that she is to inherit $100,000, and decides to start her own design firm. Her plans are complicated when Syd and Michael seek a cut of the money because it is willed to "Dr. and Mrs. Michael Mancini." Michael confronts Matt about his confession to Jane, and they duke it out. Jo's potential romance with a model is quashed when he learns about her pregnancy.