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.

Ally finally shakes the pesky Wallace. Ling rescues Stefan the frog from a suicide jump only to have him served up as dinner. The gang at the firm mourns the untimely death of Judge Happy Boyle.

The whole firm is angry at Richard for accepting another ridiculous lawsuit that Ling has come up with, but as usual, Richard has no problem telling it as he sees it. Renee inadvertently sets Ally up on a blind date from hell, and this time during the date, Ally gets herself stuck in another tight situation. John is continuously fraught over his relationship with Nelle, and things don't go well when he asks for advice or gets advice when he doesn't even ask for it.

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 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.

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.

The first case Georgia brings to Renee's new firm pits them against Cage and Fish. Georgia defends Newman's, an upscale department store against Steve Mallory, who worked as the store's Santa for seventeen years. Cage represents Mallory, who claims that he was wrongfully fired because Newman wants to hire a younger, thinner Santa. Meanwhile, Ally is haunted by visions of herself as a little girl. Ally manages to bring Georgia and Billy together to talk, and Billy sees that he wants Georgia back. But Georgia is not as eager to work things out yet.

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

Jenny's mom's wedding is approaching, and Ally is shocked when Tim gives her a certain look that suggests a move. She talks to Jenny, and they decide to test him. Ally makes a move on him, and he offers her to have an affair. Surprisingly, Jenny's mom is ok with that, which only confuses Ally more. She's been hallucinating with a 7-year-old boy who keeps saying she's killing him. The boy is a version of Ally from when she believed in love (a conclusion made by Richard), before Billy died and Larry left. Meanwhile, John and Coretta help Kimmie Bishop, who's back suing a matchmaker for saying she's "unmatchable".

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.

Maddie keeps testing Ally for her patience and love, something that doesn't go through Ally's mind until Victor points it out. Ally, on the other hand, is being way too protective on Maddie, confronting her school principal, teacher and classmates. She decides to hire a nanny, but can't find one that is fits her standards (liking Moulin Rouge, for example), so she ends up hiring Victor, who has developed a very good bond with Maddie. As if she didn't have enough going on in her life, Ally is offered partnership on the firm now that John is gone. After a lot of consideration, Richard decided to ask her and change the firm's name from Cage & Fish to Fish & McBeal, which upsets Nelle, who thinks she should be the next partner, not Ally. After going through the firm's books, Ally discovers that they're losing money and have to fire someone to avoid problems. Since neither Richard nor John had the guts to fire anyone, Ally decides to do so. Meanwhile, Coretta and Raymond face each other in

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.

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.

Fish announces that the most unlikely person has been hired as the firm's latest attorney. Appeals to John Cage go nowhere as he feels he has no choice but to support his partner's decision to hire her. Sun Company, in an attempt to minimize their liability and exposure to potential sexual harassment suits when office romances go bad now require romantically involved employees to notify their supervisor of the relationship and sign a "Love Contract" which holds the company harmless if things don't work out. In the heat of the behind-closed-doors argument, Billy reveals his anger over losing the case has more to do with other feelings he is having than with the case itself. He begins to have feelings of jealousy.

When we last saw Ally she was in shock over her encounter with Billy. Ally realizes her life is in crisis and that everything she does from this moment on could mean a lifetime of happiness or bitter disappointment. That's when she makes a decision not to be passive and do something about her life.

Ally is guilt ridden by her encounter with Billy and she stresses over her relationship with Georgia. Should she confess all to her or keep her dirty little secret? Everything tells her to hold back, but where will she find comfort and forgiveness? John and Ling are working on a case in which they represent the plaintiff; a bookstore owner who lost her business after a conservative State Senator running for re-election targets her establishment, as an outlet for pornography. John trains Ling on his usual tricks.

Richard and Ling officially break up. Billy and Cage represent a sexy, middle-aged woman who's suing her employees for sexual harassment. The woman, Robin Jones, claims that the staff of her magazine held a "sick out" and delayed the May publication because they didn't want to work for a "nymph," which led to her being fired. After they lose the case, she and Billy argue over his chauvinism, but settle their differences with a kiss... just as Georgia walks in on them.

The firm defends a woman accused of murdering her eighty-nine-year-old husband by suffocating him with... her breasts. Meanwhile, Ally struggles with turning thirty. She goes to church to find God, but instead finds an angry Reverend Newman who has a pet peeve about women who only need God between relationships. Ally's next stop at a plastic surgeon has even more devastating results.

Melanie takes John to her tiny apartment (actually it's an old service elevator) and introduces him to Mr. Bo, a homeless man Melanie cares deeply for. Mr. Bo starts to stalk John around and he files a complaint against him. After Melanie convinces him to drop the charges, she reveals that Mr. Bo is in fact her father and John will have to wrestle him in order to go on seeing her. Meanwhile, Richard organizes a twist contest at the bar and while Elaine freaks with the possibility of losing to the babe lawyers, Nelle only enters the contest after Ling introduces her to a very hot twist instructor. And Ally takes a case of a woman who fired her secretary because she was slightly overweight and is shocked when she discovers that Cage & Fish only hire hot female lawyers.

Ally has hallucinations with Barry Manilow. Richard assigns Ling to work with Jackson Duper, the firm's newest lawyer. When they meet, Ling discovers that Jackson slept with her in the past under a fake name. They have to handle a double case of a man who wants his marriage annulled because his wife is a nymphomaniac and cheated on him 106 times and is suing the minister for having a torrid affair with her. Between the unisex bathroom, Elaine's vibra and Melanie's Tourette, Jackson is going crazy with his new job and questions his future in the firm. Meanwhile, John proposes to Melanie. But Melanie doesn't want to be institutionalized (even if that institution is marriage)...

Richard and John's relationship grows more tense than ever and so they attend couples therapy; Jackson's presence has a profound impact on Elaine; Jackson represent a woman being sued for firing all her male employees.

Jackson and Renee's one night stand turns into something more; Ally visits several therapists to get over her hallucinations of Larry, who eventually appears in the flesh; John represents a man who wants to annul his marriage after his wife decides she doesn't want to have kids, a case that carries over into John's relationship with Melanie.