Amy lets off lightly a kid who planned a fake bomb scare at his school because his being convicted of a felony would send him back to his country of birth, Afghanistan. When Kimberly's old phone line at DCF gets a number of obscene phone calls regarding someone named Gerry, Maxine and Sean call in the terrible ex-employee to find out who this person is. Kimberly blackmails Sean into hiring her back, and Maxine inadvertentedly rescues Gerry, and 18-year-old girl, from being held as a sex toy by a truck driver. When Dr. Reddicker won't treat a cancer patient who is too far gone, Kyle goes the extra mile to make her as comfortable as possible. Maxine objects to Amy's ideas for renovating the kitchen. Gillian becomes obsessive about planning Maxine's wedding while Peter can't give his wife enough "affection." Jason Lobdel accosts Lauren on a field trip, but Eric comes to her rescue. Eric is later arrested for assault, but Detective Cross comes to his defense and goes to arrest Jason. Maxine and Amy insist that Eric stay at their house that night, but in the wee hours of the morning they awake to find Jason dead and a bloody Eric holding a knife.

While Amy goes on vacation from work to attend Eric's murder trial, the judge for Eric's trial uses Amy's chambers and court room. Amy is intrigued by Judge Nancy Paul, whose unorthodox approach to the law is so similar to Amy's that only Amy can't see it. Judge Paul rules in Eric's favor and he is set free, and only Maxine knows that he lied to the judge about owning the knife. Eric is ashamed that Maxine is disappointed in him, and decides to run away with his boyfriend, Mark. Bruce and Zola try again to start a romance when Zola tells him that she broke up with her boyfriend, but Zola worries about the other women in Bruce's life like Amy and Mia, the mother of his child. One of Kyle's patients dies, and Dr. Reddicker advises him to lie about a small detail of the case, but Kyle is vindicated when he tells the truth and is still found non-culpable. Kyle and Dr. Heather Labonte give into an urge and find themselves in a passionate kiss that Dr. Reddicker witnesses.

Amy deciphers the code of rave flyers when two boys are accused in the murder of a girl who overdosed on Ecstasy at one of their parties. Amy lashes out at Maxine when Maxine lets Lauren play ice hockey even though she knows that Amy is against it. Bruce tries to keep his distance from Amy now that he's trying to make things work with Zola, but when she calls him out on it he asks her for her help in convincing his new girlfriend that there's nothing between them. An angry Sean makes Maxine worry that she drove Eric away by having her standards too high. Sean and Maxine engineer the reunion of a recently recovered drug addicted teen with the foster parents that gave up on her. Kyle nervously embarks on a relationship with Heather, but at a tropical themed party that the new couple throws together, Kyle falls off the wagon and drinks a margarita. To his surprise, a random drug test at work the next day gets Heather fired in disgrace.

Amy hears a case in which a seven-year-old, whose parents advocate the legalization of marijuana, stole a joint from his parents and smoked it at school with a friend. Maxine figures out how a woman cheats at her drug tests by using her young daughter. Amy and Stu Collins finally go out on a dinner date to officially rekindle whatever was going on before Stu went to Sri Lanka, but their date is ruined by a rude couple at the table next to them. Stu insists the date was still perfect because he was with Amy, even though he ends up having to get eleven stitches in his chin. Lily dumps on Kyle at work and irrationally blames him for Heather getting fired. Kyle suspects Lily might be jealous of his relationship with Heather. Maxine goes to Peter to complain about Gillian's out-of-control meddling in her wedding, and Peter breaks down and admits to his mother that there might be something wrong with their baby, but Gillian refuses to deal with it. Donna has a page in her blog all about her mentor, Judge Gray.

Stu convinces Amy to go camping with him, and she reluctantly agrees to what turns out to be a romantic get away. Maxine deals with a truculent teen who complains about her picture-perfect foster family. Maxine looks forward to Jared's arrival from China, because they have planned to quietly elope, but instead she is surprised by the arrival of Jared's son, Charles, who delivers the news that Jared died from a heart attack. Charles and Peter deal with the difficulty of getting Jared's body out of China, while a grieving Maxine tries to get people to stop fussing over her and occasionally lashes out at her well-meaning family. Amy finds out that Kyle is drinking. Maxine gathers her whole very extended family at the diner that Jared bought for her for an impromptu memorial service in which everyone shares their memories of Jared. Amy can't let herself cry until Bruce comes by to offer his condolences, and then she cries in his arms. Maxine decides to cut her hair short like Jared suggested.

Amy worries that her mother isn't talking about her feelings now that it's two weeks after Jared's death, and she's both relieved and hurt when she finds out that Maxine's actually been opening up to Charles Duff. Amy hears a case in which a father wants his ex-wife to stop sending their overweight daughter to a school designed for overweight children because the academics there aren't particularly good. The daughter, even though she isn't actually losing weight at the school, wants to stay there because there she isn't "the fat kid" and doesn't get teased. Maxine goes back to work and is faced with removing the son of an eighteen-year-old that she placed, apparently poorly, into a foster home ten years ago. Everyone keeps teasing Kyle and Lily about the attraction growing between them, even though they hotly deny it. Kyle tricks Lily into performing a rhinoplasty on a car accident victim whose face was smashed after the original doctor on the case said he didn't have enough time to help someone with no insurance. Lily backs up Kyle when the original doctor gets furious, but tells Kyle later that she's hurt that he didn't trust her with the truth.

On Take Your Daughter to Work Day, Lauren goes to work with Maxine and learns a new appreciation for her mother. Rebecca goes to work with Bruce, but when Bruce gets distracted trying to help a juvenile, Samuel Stackhouse, get off probation, Rebecca wanders off. Rebecca, who didn't take her epilepsy medication that day, has a seizure and ends up in the hospital with a head trauma, but after surgery she's okay. Bruce finds comfort in Zola's arms. Stu Collins takes Amy to lunch to meet his mother, and Joanne Collins and Amy immediately get off to a bad start which only gets worse. Stu is still charmed by Amy even if his mother isn't. Kyle tries to convince Lily to rehire Heather, but finds out that Heather doesn't want to be a doctor anymore and is happy bartending. Heather tells Kyle she'd like him to still be in her life, and he decides to have a drink at the bar and hang out with her.

Amy realizes that the fact that she hasn't told Lauren about Stuart yet shows a lack of commitment to the relationship on her part. After a revealing conversation with her ex-husband, Amy gets up the nerve to tell her daughter she has a boyfriend, and Lauren is happy for her. Bruce finds himself comforting a young, idealistic probation officer whose young charge turns out to be a accomplice to murder. Amy hears a difficult case in which a sixteen-year-old girl's best option in life is to marry her 26-year-old boyfriend, and the fact that Kimberly Fallon represents DCF in the case doesn't help. Gillian is not only convinced that her baby is going to be healthy, but that it's a girl, and she hurriedly decorates the nursery with all things pink and frilly. While Peter has his doubts, he wants to believe in Gillian, but when their doctor reveals to Peter that the baby is definitely male, Peter despairs that all of Gillian's wishful thinking is just that. As the sexual tension between Kyle and Lily starts to come to a head when he accompanies her to the ballet, Lily begins to despair that St. Michael's will never be a decent hospital, especially after a young suicide victim dies because St. Michael's second-rate facilities couldn't help her.

Amy is being crushed by demanding lawyers and a budget crisis that causes cases to not get the attention they deserve. A frustrated lawyer pulls a gun in Amy's court, and Amy is narrowly missed by a stray bullet. Amy goes to the presiding judge's office to complain, and he sympathizes with her over the budget problems and offers her a job in criminal court. Maxine helps a grieving mother not be afraid to love the son she still has. With some timely advice from Amy, Kyle realizes that he has a choice not only between two women, but between drinking and not drinking. He decides to clean himself up and try to be with Lily, but Lily tells him that she can't risk her future on him and she's accepted a job at Sloane Kettering in New York. Gillian worries that Peter is cheating on her, but she's furious when she finds out she was wrong, and he was just going to a support group for parents of kids with genetic abnormalities. Just as Gillian is trying to get Peter to believe in her idea of the miracle baby, her water breaks. Amy misinterprets something Stuart says and thinks he may have proposed to her. When she asks him about it at the hospital while waiting for Gillian to give birth, he says that he didn't, but he's been considering it, and then he really does propose to her. Before she can answer, Peter comes out and happily announces the birth of his son. When Peter returns to Gillian's side, he's horrified to find that his wife didn't come through the C-section so well, and her heart has stopped.