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.

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.

Sydney Gale hires Cage & Fish to represent her in court. She's been sued for wrongful termination, and Richard and John take the case. An employee is suing Sydney because he doesn't want to 'serve' her anymore. In her firm, she only hires men who desire her, and thus make the company a lot like a beehive and Sydney their queen. John and Richard are driven crazy with lust, but they win the case. Meanwhile, Reverend Mark Newman is once again having problems concerning Lisa Knowles's performance at church. Now she's musically attacking Rev. Mark's new girlfriend, who's also a member of the choir. After Jackson's strategy fails, it's in Nelle's hand to fix the situation.

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.

Ally becomes extremely jealous over Larry's easy friendship with his ex-wife; Richard tries to stop a magazine from publishing photos of his LA friend, Jane.

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.

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.

Ally has a romantic dream about Cage and wakes up thinking that he may be the one for her. When she finally gets up the courage to tell him, he admits that he often thought she might be the one for him also. Meanwhile, Elaine goes on a date with a great guy only to learn that he asked her out because his friend said she was easy.

Cage and Fish represent four people who lost their jobs for being too odd. The case hits very close to home for John and he is determined to at least raise everyone's spirits. Meanwhile, Ally and Elaine enter a dance contest in which the winner gets to perform as one of Tina Turner's back-up singers at the bar and, in the end, both ladies win. Despite their differences, Billy and Ally agree to move their relationship in a different direction.

After the recent tragic events Ally is being stalked by disco and an imaginary Gloria Gaynor, who sings "I Will Survive." Meanwhile, Richard hires a new lawyer to replace Billy and assigns him to Billy's cases, which causes Ally to feel extremely conflicted and lash out. Also, the new guy has some interesting quirks of his own.

Ally engages in a little virtual sex, with a guy she’s been writing to online for the past few months. At Renee’s prompting, Ally tries to arrange a meeting. Eventually, she does. By this time, Ally, or “Lover Lips” as she calls herself, thinks she’s found her “Thunder Thighs”. Upon seeing Brian, the opposing counsel in a case she and Mark are trying, she immediately is drawn to him. Later, Ally is in hot water when she realizes she's been chatting with underage kid.

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.