Amy finds herself fending off Nick's advances and agonizes over whether she should tell Lolly; Maxine assists a detective in tracking down an undocumented Cambodian boy's parents; Amy rules on a case involving a teenager who refuses to attend school after the principal discontinues the gay pride club on campus.

Maxine and Jared move up their wedding date, to the consternation of their children; Peter's plans for a classy bachelor party go awry, but the men manage to have a good time at a less highbrow establishment as they convince a greatly under-the-influence Bruce to call Zola and ask her for a date; Maxine's hen party is much more sedate, but Maxine manages to work out an escape plan nonetheless; Amy presides over a hearing to determine if four teenage boys accused of drugging and raping a teenage girl should be tried as adults; after Charles announces that he's quit his job, Jared is forced to return to China and reschedule the wedding, and Amy lets Charles know that it's not in his best interest to interfere with Maxine's happiness; Maxine's efforts to keep Eric's case in juvenile court are successful.

Maxine tempers her frustrations over her daughter-in-law's outlandish plans for the Gray-Duff nuptuals after Peter tells his mother about Gillian's refusal to face their new baby's condition; Stu's plans for a romantic dinner to celebrate the rekindling of his relationship with Amy are derailed by an obnoxious couple at the next table; Kyle discovers why Lily has been treating him so poorly; after Amy hears the case of a pro-cannabis couple threatened with losing custody of their son after he brings a joint to school, she has a talk with Lauren about drugs; Maxine investigates when a man asserts that his ex-wife has been cheating on the drug tests required as a condition of her retaining custody of their daughter; Amy has conflicting emotions after she reads the Judge Gray tribute page on Donna's blog.

Maxine criticizes Amy's ruling that an emotionally-fragile girl is competent to serve as a witness in her mother's murder trial. Kyle, who doesn't know how he himself made it safely home after a night of heavy drinking, has to give medical treatment to a drunken driver who killed one of his hospital co-workers on the road. Lauren receives a poor grade in math and blames it on the teacher.

Despite their protests, Maxine and Amy fail to convince anyone that that dinners out with Ignacio and David don't constitute dating; Amy is asked to decide if a man in the Witness Protection Program can regain custody of his eleven year old son after the boy's mother dies; Lauren and Victor are unhappy when they discover that their parents are dating; Maxine races against time to prevent the participants in a suicide pact at a local high school from carrying out their plans; Shelby's band gets a gig at a local bar, and Peter's invitation to his mother and sister to hear him play provides the opportunity for the relationships between Amy and David, Maxine and Ignacio, and Peter and Shelby to grow and intensify on the dance floor and stage.

Despite David's protests, Amy puts an end to their romantic relationship when he finally returns to Hartford; Maxine realizes that a teenaged client who was abused as a young child has become mentally ill when the girl makes a series of false rape accusations; Kyle has a career epiphany after he meets a fellow traveler at the airport who happens to be an undercover police officer; at her 89th birthday celebration, Isabel Messina is as rude as ever to Maxine, but completely charmed by Sean as he sings her an unusual birthday song; Amy hears the case of a teenaged boy who keeps running away to join the circus; Amy and Kyle lend David support when a critically injured Victor is rushed into surgery after being struck by a car.

Vincent's struggles with his latest novel leads him into blowing off his agent, who responds by dropping Vincent and demanding the return of the advance that Vincent's already spent; Maxine receives another award, and uses her acceptance speech to talk about the young boy lost in the system that she and Sean can't seem to locate; Amy's dealings with two troubled teenage girls and their mothers in Accountability court inspires her to change her focus when she returns to Juvenile Court; Maxine tries to avoid removing the children of a overburdened single mother working to overcome anger and abuse issues; David finally feels that he's put his wife's death behind him and can now pursue a relationship with Amy; Ignacio lets Maxine know that he's ready to do whatever it takes to have a future with her; Amy fires Donna to propel her into practicing law; Kyle decides to accompany Heather to Minnesota and take care of their son while she's in rehab.

Maxine resists Gillian's home grown cardiac rehabilitation program; Lauren tells Amy that she wants to live with Michael; when Vincent comes to Sean looking for work, Sean refers him to Crystal Turner, who runs a outreach program for homeless teenagers; David quits his job and takes off for the Caribbean on his sailboat; Amy must decide whether a depressed woman with multiple sclerosis is well enough to care for her ten year old son; Vincent offers to tutor a homeless teenager studying for his G.E.D., but when he tries to get the boy off the street and into a group home, the boy disappears.

Amy finds it rather difficult to follow her mom's advice and embrace her 40th birthday as a milestone. Donna is in Amy's court representing a 13-year-old girl who accidentally kills her friend while they are out on a joyride but shows no remorse for her death. Maxine tries to determine whether two brothers are better off without the presence of their father, an ex-con, in their lives. Amy miscarries on her 40th birthday. Amy drowns her sorrows at a bar located on the beach, where she meets a stranger who gives her the perspective she needs during her difficult time.

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Amy says her final goodbyes to Graciela. Maxine realizes that she made a mistake in pushing Ignacio away and tries to reach out to him but Ignacio rebuffs her because he doesn't want to be her yo-yo, jerked around on Maxine's whims. Bruce is still absent on Amy's last day in the courtroom. Holbrook tries to raise awareness about the bill before Congress that will effectively kill the juvenille justice system. Donna is amazed that Amy refuses to support the cause and brings several of the kids whose lives Amy has changed during her time on the bench in an effort to change her mind. Amy, frustrated by her limitations as a judge, runs into Marty Levine, who again tries to convince her to give the speech in Washington and run for Senate. Amy runs the idea by Lauren who at first refuses to give a straight answer but later supports her mom when Maxine attacks the decision. That same night, Maxine must rush to save a young girl from being pimped out by her prostitute mother. Amy receive