Jo is certain that Amanda will not gracefully bow out of her relationship with Jake. Hillary refuses to believe that Chas tried to seduce Amanda. Chas files a $10 million sexual harassment suit against Amanda, and the agency does not support her. She turns to Jake for consolation. Sydney is assaulted by three hookers when she invades their turf. Kimberly comforts her and pays her rent. She convinces Syd to participate in her plot to kill Michael, and they plan the crime over ice cream. Michael stands in the way of Jane's plans to expand her business. Billy's college friend Rob comes to town to serve as his best man, and gets along well with Matt. Billy is stunned to see them kissing in the courtyard.

Michael is astonished when Kimberly pays him a late-night visit. She reveals that she was in a coma for months, and that her mother claimed that she had died to keep Michael away from her. Michael dumps Sydney without explanation. When she brings a police officer to the hospital to have Michael arrested for manslaughter, Kimberly enters the room, prompting Syd to faint. Kimberly is plagued by headaches, and removes a wig in the bathroom to reveal a nasty scar on the side of her head. Amanda fires a model after learning that she is from the agency Models Inc., and is reprimanded by her boss. She reveals that her estranged mother, Hillary Michaels, is the head of the agency. Amanda rejects Hillary's overtures, but Jake later convinces her to give her mother a chance. Alison takes back her decree about not sleeping with Billy until their wedding night. Alison's parents hire an obnoxious wedding planner, but Billy and Alison fire her and decide to marry in the courtyard of the apartment bu

Jake makes amends with Billy before leaving for a weekend fishing trip. Ted continues to creep around in the crawl space above Amanda's apartment. Jo realizes that someone is in Amanda's apartment; and she and Amanda catch Ted trying to escape. Amanda refuses to allow Jo to call the police until Amanda has tied up Ted and emotionally tortured him. Billy warns Dr. Miller not to interfere in his relationship with Alison. Alison ends their sessions, but not before Dr. Miller makes an astute observation about her relationships with men. Michael learns that Dr. Levin is a client of Sydney's business, and uses this information to blackmail his boss into appointing him chief resident. Michael tells Sydney that he wants to give their marriage a chance. As they kiss, Kimberly observes them from the beach below.

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.

Michael attempts to kill Sydney during their honeymoon in the mountains of northern California, but fails twice. Matt pursues them in the hopes of preventing the crime. Michael has the chance to push Syd off a cliff, but cannot go through with it. Sydney vows that he will love her one day. A guilt-ridden Matt tells Jane that he altered Michael's blood alcohol records after the accident. Jane uses a signed confession from Matt to blackmail Michael and Sydney into staying married. Jo is haunted by visions of Reed, and is angry when she learns that Jake has decided to start a charter service on Reed's boat, the Pretty Lady. He convinces Jo to face her guilt head on, and she visits Reed's grave site to offer her forgiveness. Amanda erupts after seeing Jake comfort Jo. Alison decides that she and Billy won't sleep together again until after the wedding.

Amanda is furious when Jake skips work to hold a bedside vigil for Jo. Jo is not seriously injured, and learns that her baby was unharmed. Billy warns Alison to keep quiet about Amanda's rendezvous with Chas. Jake tracks down Hank at a pool hall and beats him up. He shows up late for dinner with Amanda, sporting a black eye, and storms out when she lambastes him for defending Jo. Michael throws Billy a bachelor party at a strip club, unaware that Sydney is the entertainment. When she sees Michael, she runs out of the club and is fired. A drunken Billy accidentally tells Jake about Amanda and Chas. Jake breaks up with Amanda, who fires Chas and vows to destroy Alison. Jake admits his feelings for Jo, and she agrees to take him back. Kimberly alters the chart of one of Michael's patients, prompting him to unwittingly commit an error that nearly kills the man. He is stripped of the chief resident position. Kimberly bullies Jane into turning over the $5000 in profits she had kept from Mich

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.

Sydney and Jane get into a catfight in the pool after Syd tries to take Jane's wedding dress (a family heirloom). Their mother comes to town, but cannot talk Syd out of the marriage. Michael and Sydney are married at the beach house, with only Matt in attendance. Inspired by a dream, Michael decides to take Syd on a honeymoon and murder her. Jo learns that she is pregnant with Reed's child, and plans to have an abortion. Jake takes her to dinner instead of dining with Amanda and her boss. Amanda is jealous of the amount of time Jake is spending with Jo, until she learns about the pregnancy. Jo decides to have the baby. Billy's co-worker Celia and Alison (inspired by a comment from Amanda) lay a guilt trip on him until he buys Alison a more expensive engagement ring.

Alison turns to a psychiatrist for help coping with her nightmares, but Jo warns that she seems to be developing romantic feelings for the man. Amanda resolves Jane's financial dilemma by making Michael her business partner. Jane asks her accountant to falsify the design firm's financial records to keep Michael and Syd from cutting into her profits. Sydney takes over Lauren's operation after the madam is arrested. Amanda hires a young man named Ted Ryan as building manager. She fires him when he continually exhibits strange behavior, but he lurks around the building and watches Amanda in the shower.

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.

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 m

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.

Sydney gets a waitress job at Shooters. Kimberly catches Michael in bed with Sydney. She tells Jane, who rejects Sydney. Kimberly moves out when Michael refuses to leave the beach house. A drunken Michael interrupts Jane's dinner with Robert's parents. Matt gets a date, but is distracted when Katya and an ailing Nikki have to move into his apartment to fool an immigration official. Alison is jealous of Steve's relationship with Jo.

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.

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.

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.

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.

Billy manages to sneak out of Amanda's apartment without detection. Alison asks him for a reconciliation, but he turns her down. Matt promises Nikki a Christmas party. Billy and Jake look for a tree for the courtyard, and end up running into Jo and Alison. Billy tries to fly home for Christmas, but can't get a flight. He plays Santa at Nikki's party. Alison finds him sneaking a present into her stocking during the night. They apologize and renew their relationship. A temporary nurse prompts Michael to reflect on his behavior. He apologizes to Jane and Robert. Sydney goes to confession and gives up hooking. Nikki returns to Russia.

Kimberly threatens Sydney when she tries to stake her claim on Michael. Syd's business party is crashed by a newly freed Lauren, who breaks their earlier agreement and demands $15,000 by the end of the week. When Jane refuses to help her, Sydney takes a job as a stripper. Kimberly is still disturbed by Michael's marriage to Sydney, and makes plans for revenge. Alison is annoyed when Amanda hires her mother's fiancé, Chas. He refuses to take his share of the work, and ingratiates himself with Amanda by helping her smooth things over with Hillary. Alison later catches Amanda and Chas kissing in a conference room. Jo conducts a photo shoot with her model friend, Sarah, aboard the Pretty Lady. They are forced to stay for a few hours when the boat experiences engine trouble, and Jake and Jo nearly rekindle their romance. Sarah seeks refuge at Jo's apartment after her visiting boyfriend Hank attacks her. Hank shows up at Jo's doorstep and tries to come after Sarah. When Jo steps between them

Jake realizes that he accidentally burned the shop down. He flies into a rage and trashes Jo's apartment. She throws him out. He later breaks up with her for failing to trust him. Alison tags along when Billy travels to a beautiful hotel to interview the reclusive owner. The man's daughter gropes Billy under the table during dinner. Michael accuses Jane of infidelity. He shows up at Jane's favorite supermarket to spite her, so she rams her cart into him and dumps spaghetti sauce on his head. Kimberly breaks down during a court hearing and admits her affair with Michael. Matt tells his friend Katya that he is gay, and learns that she has a five-year-old daughter.

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.

Amanda's father offers Jake a high-paying job at his car restoration business. He refuses, but changes his mind after sleeping with Amanda. Jo is devastated by the news, but cheers up when Steve asks her on a date. Sydney prevents Michael from breaking up with her by threatening to expose their affair. Jane decides to take things slowly with Robert.

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.

Jake and Amanda pull out of Reed's business when Jake discovers some inconsistencies in his story, but Jo accuses him of jealousy. Reed picks up a shipment of drugs on the boat while Jo is sleeping on board. When Jo discovers drugs stored in a compartment below deck, Reed assaults and kidnaps her. Sydney overhears a semi-comatose Michael babbling about his plea for Matt to change his blood alcohol results. She lays the groundwork for a blackmail scheme. Frustrated by her inability to get in touch with Billy, Alison flies to New York to surprise him. She is stunned to find him having drinks with another woman. Jeffrey is transferred to the east coast after coming out of the closet.

Amanda threatens to fire Alison when her drinking gets out of hand. Billy forces her to confront her guilt over Keith's suicide. Amanda hires Jo for an evening photo shoot, then takes Jake to dinner to discuss ""business."" On her way out of the bike shop, she accidentally knocks over a blowtorch. The shop burns to the ground. Jo places herself in danger because she believes Jake is still inside the building. Jake is suspected of arson and insurance fraud because the shop was experiencing financial problems. Sam returns to town for a construction job and has dinner with Jane. Sydney tells Michael about the date; and he confronts Sam at the job site, much to Kimberly's annoyance. A female doctor has a crush on Matt.