Ally and Renee are bridesmaids at a friend's wedding. They both bristle at the absurdity of the rituals performed, and swear to never do it. Richard asks Ally to flirt with a wealthy new client. To Ally's chagrin, Cage offers no protest on her behalf, admitting he's undergoing smile therapy which has renewed his appreciation for behavioral reinforcement. Ally and Georgia try a case about overturning a prison warden's decision to refuse marriage for a life-term inmate.

Larry's ex-wife asks him for his permission to take their son to Canada, where she is moving. They argue over why can't one of them move closer to the other so their son can grow with his two parents around. Jamie asks Larry why can't they get back together and Larry says because she's not Ally. They kiss. Larry tells Ally, who overreacts about it until he explains her that Jamie is and will only be the mother of his son. They make up. Meanwhile, Ling's ex-fiancee comes to ask her if they still have a chance, but Ling doesn't want to destroy her girlfriend's happiness. Melanie is fired from her job for scaring the children and John takes it to court.

To escape their ruined love lives, Richard and John go for a vacation to Los Angeles. It turns into a working vacation however when John not only must get Richard out of legal trouble but also helps a woman divorcing her wealthy husband who paid someone to seduce her. Meanwhile Richard helps a struggling actress leave her agent who is in fact using her to run an escort service.

Ling's curiosity is piqued when she dreams about kissing Ally. Under the pretense of becoming better friends, Ling and Ally go on a "date". Meanwhile, John overhears Nelle talking about her fantasy, which sends him back into the depths of sexual insecurity. It seems everyone in the office is pre-occupied with the topic of sex and Billy and Renee feel they are the only people actually working. Renee defends a woman who is accused of sexual harassment by her female co-workers. The co-workers claim that she has turned the office into a sexual arena and is suing. Billy represents the company, but finds that he and Renee do not see eye to eye on the case or on the issue of a woman's sexuality in general.

Ally is in denial about her birthday but her co-workers aren't. Elaine orchestrates a party at the bar and asks Dr. Greg Butters to sing a romantic ballad dedicated to Ally. He does, and knocks the socks off everyone in the room. Renee is especially moved, and jumps up on stage to join him in a seductive duet. Meanwhile, in the courtroom, Ally is forced to take the position for a new client that his foot fetish qualifies him as temporarily insane. Renee, as the opposing district attorney, maintains that sneaking into a would-be date's apartment uninvited to tickle her feet is breaking and entering.

Risa, the bride whose wedding Ally destroyed, decides to sue Ally for intentional infliction of emotional distress; Georgia expresses outrage when Billy hires a sexy twenty-year-old as his new assistant; Ling tells Fish that she has been faking in bed.

Ling defends a dear old friend who is asked to leave his retirement home because the director finds his exuberant imagination disruptive for other residents. While Ling tries to decide whether her friend truly believes in his make-believe world or just pretends to, he suffers from a hallucination that has fatal results. Meanwhile, Ally spots a potential cute guy and proceeds to go after him.

Things go awry when Ally introduces Brian to her parents, resulting in conjuring up old pains and hurt feelings. Meanwhile, Nelle regrets her decision to leave Cage and Fish, and takes steps to rectify it. Also, it's John's birthday - emotional, entertaining, with lots of musical numbers.

Ally defends a man who broke into his old house to jump out of his old bedroom window. Harvey Hall believes he can fly using wings he made himself. The house owner allows him to jump from the roof, and Harvey accomplishes his life long dream of flying, at the cost of his own life. Meanwhile, Harriet Pumple tries to find a match for Elaine, Coretta, Richard and John. She matches Elaine with Victor, who would have dumped her if it wasn't for Ally asking him not to. But Harriet can't find a match for John, so the entire office sings "we have to get you a woman" for him. John is profoundly insulted.

Ally's Thanksgiving turns into a debacle when she invites her colleagues and her parents to her apartment for dinner.

Ally and Glenn continue their flirtation, which leads to their conscious avoidance of each other, which does not go unnoticed by the others at Cage and Fish. She insists he’s too much of a “boy” for her, but continues to be attracted to him. He’s drawn to her because she’s a little older. Both use Jenny’s feelings as an excuse to not date as well. John takes off for parts unknown, which worries the ladies of the firm, especially Nelle. Richard takes it in stride, and takes over John’s abandoned hole off of the unisex. Raymond is sued by a former coworker for sexual harassment, and asks Jenny to represent him...

Ally and Victor return from their Bermuda trip. Ally feels their relationship is in crisis because they weren't able to connect without Maddie around. Victor is being sued by his former girlfriend for breach of contract. Ally discovers that Victor is a painter and never told her. She's angry, but not as angry as when she sees his painting of her with cellulite. Nelle and Wilson team up against a woman who was blackmailing their client in order not to come public with a tape of their lovemaking. Richard obsesses over Liza and has Claire do the talking for him through a hearing device, afraid she's going to turn him down - and even more afraid she'll say yes to him.

Upon discovering her favorite high school teacher is terminally ill, Ally seeks a court order to allow the women to spend her remaining days in a drug-induced coma, happily dreaming of her imaginary lover. Cage must gather his courage to confront Nelle after Fish tells him she thinks Cage has not had sex with her because he's gay.

It's a new year at the firm, which means changes - big changes! Still getting over Larry and renewing her faith in love, Ally decides to start fresh and let nothing get in her way. That is until she barrels into a woman on the street with her Razor Scooter. She runs into Jenny Shaw (Julianne Nicholson) and instantly bonds with this new broken-hearted stranger. In the time it takes to walk the rest of the way to the office, Ally finds out that Jenny's best friend is her ex-boyfriend, former co-worker and that Jenny is a lawyer without a firm and with a class action lawsuit housing 72,000 plaintiffs! Ally brings Jenny into the firm and announces that she's hiring her. Of course Richard is surprised because only he has hiring authority. He then lets Ally know that he already hired the latest addition to the firm.

John makes a surprise return and is shocked after hearing from Raymond that Richard threw a party in his "hole". After confronting Richard, John gives the office a speech, in which he reveals the reason why and where he left to. Raymond gets Glenn and Ally to double date with him and Jenny. It's Jenny's birthday, and everyone forgets it. Glenn is the only one who didn't get her a present, so he sings a very romantic Elvis song at the bar for her. He asks her back, and she accepts. Ally wonders if she should hook up with John, but the ghost of Larry is still present in her thoughts. Meanwhile, Ling poses nude to boost her TV character; Corretta and Richard find themselves involved in a police investigation on a woman who used to marry rich old men for the money

10 year-old Maddie Harrington shows up on Ally's door saying she's her daughter. She's the result of a mixup on the egg bank Ally deposited her eggs ten years ago. Since Maddie's father died six months ago, she's been living with her aunt, who sings TV themes on nightclubs for a living. After a lot of talking, Maddie decides to stay in Boston with Ally on a trial basis until they resolve where she will stay. Meanwhile, Richard takes the case of a man who killed his wife after kicking her in the head when he mistook her for a soccer ball. John doesn't think he'll be able to win the case because he can't litigate, but Richard surprises him when he wins.

Ally has a chance encounter with Glenn, the well-endowed artists' model, at a local Starbucks, and makes it very clear that she is irritated with him. On the legal side, John Cage takes on a wrongful death case that Fish is convinced will reap big bucks for the firm. Two adult siblings are suing an airline after their father is killed in a plane crash.

Fish brings in a client, an 80-something world famous artist, who is battling his heirs to regain control of his estate. Ally and Billy co-counsel the case, and as a result of spending several late nights together, separately conclude that the artist's love of his recently deceased wife parallels their own relationship in many ways. Meanwhile, Cage begins to sense that Ally is losing interest in the possibility of getting together when she behaves in an overtly irritable manner that is obvious to the entire office. Fish loses his patience and decides to get to the bottom of Cage's problem with Ally.

A high-profile case opens up for Cage and Fish when a jilted spouse plans to sue a U.S. Senator for "interfering with happy marital relations". The Senator's case perversely parallels the awkward love triangle between Georgia, Billy, and Ally. Uncomfortable with how close the case mirrors her own life, Georgia quits the case; Fish and Cage step in to try and keep the Senator from losing his job.

Ally is a passenger in a car accident with the firm's client Greg Butters, a handsome doctor to whom she finds herself attracted. She attempts to handle the doctor's case herself, but finds she just cannot. Ally confides in her "therapist" that she is attracted to the doctor and is enthusiastically encouraged her to use her sex appeal to take the initiative with him. Ally decides the therapist should meet the entire cast of characters in her life and talks her into showing up at the bar after work one night. Fish argues a case of sexual discrimination on behalf of a client who missed a promotion because she didn't sleep with her boss.

A wealthy client is brutally murdered and the wife is implicated. Her only defense when caught red-handed is that she has no recollection of what had taken place. Billy, anxious to take on bigger cases, is the lone voice advocating for the firm taking the criminal case, but Fish and Cage ultimately decide it should be farmed out. Georgia, meanwhile, takes on a case about a heterosexual waiter suing for discrimination and wrongful dismissal when he's fired from his job for not being gay. The crossover continues on The Practice S02E26 Axe Murderer (II).

Ally gets arrested for fighting with Hannah, a distraught young woman who is struggling with her best friend stealing her boyfriend. Ally offers to represent her later in court, only to learn that Hannah has a habit of firing her lawyers. George Madison meanwhile has come back to the firm to get some legal counsel in starting up his own magazine. He hopes Ally will help him, much to Elaine's chagrin. Elaine, desperate to win George over, sits Ally down for a heart to heart talk and asks Ally not to take George away from her. Cage and Nelle have an awkward moment when she insults his pet frog, which is about to compete in a jumping, contest, which Cage is set on winning. Hannah's case goes to the jury after a brief defense by Oren Koolie, who puts in an impassioned appearance.

Ally's heart is broken and not by Billy or Greg. It's just one big stress fracture. She's come to the realization that there isn't anyone out there for her. She has her image of the perfect man, but is beginning to believe that he does not exist. Surprisingly, a pep talk from Fish leads Ally to become more proactive about her love life. Working on the, "you have to kiss a lot of frogs before finding Prince Charming theory", Ally decides to go on a dating frenzy. She also decides to go for a total hair and fashion makeover. Nelle is starting to become annoyed with John Cage because he seems to be the only one in the firm who understands Ally's imaginary love life. Nelle is worried that John and Ally feed off each other and now that she and John are a couple, she would really prefer her man to face life head on.

Without ever engaging in conversation, Ally has a steamy fling with a guy who works at the car wash. Back at the office, Fish assigns her to a case in which a big client's daughter, Risa, is trying to save her wedding. Her minister refuses to perform the service (which is two days away) because he walked in on Risa having sex with a man who is not her fiancé although Risa claims it was just one last fling. Now Risa fears that she will have to tell her fiancé everything. Because of all the female sexual activity in the office, John becomes insecure about his sexual ability. As a result of his insecurities he "loses" the spirit of Barry White. Meanwhile, Renee quits her job to open her own practice. Inspired by Renee's new freedom, Whipper joins the firm as counsel.

Ally is plagued with hallucinations of Al Green. She talks about these hallucinations with Dr. Shirley Flott, who is seeing patients while Dr. Tracy is away. Shirley has no patience for Ally's daydreams and wants desperately to put her on Prozac. Wrestling with the idea of going on medication leads Ally to question what is so wrong about hallucinations: they bring her comfort and keep her in perspective? Meanwhile, Nelle and John defend a boy suspended for impulsively kissing one of the most beautiful girls in his class. During all this, Billy has had a series of "off the book" appointments and refuses to tell anyone, including Georgia, where he's going.