Fish's partner, John Cage faces fines, jail, and public humiliation. To her dismay, Ally is assigned to be a litigator. Fish invites Ally along to dinner with a very wealthy potential client, Ronald Cheanie. Unbeknownst to Ally, the dinner is really a double date with Fish and his girlfriend, Whipper. Ally is furious, but Cheanie turns out to be handsome and intelligent.

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.

Cage must represent his second cousin, a harmless but eccentric man with a Cupid Complex. His cousin was brought up on assault charges for swatting couples in the head with a paddle to goose them into realizing they're in love. On the way out of the courthouse, the client swats Ally and Bobby Donnell, who have grown considerably closer over a case they are co-counseling. The matter entails two men who want the court to order/force a hospital to perform a heart-swap surgery. The judge turns the tables on the lawyers and asks Ally to role-play by pretending she's the judge who must render the ruling. Billy and Georgia realize their relationship is in a rut. They resolve to be less predictable, and spontaneously decide to have sex in the conference room. Ally who always seems to be at the wrong place at the wrong time inadvertently walks in on Georgia and Billy.

Feeling nervous that the firm is not making enough money, Fish and Cage decide to hire another associate, a "rainmaker" who can bring in lucrative clients. They hire Nelle Porter, an attractive, late 20's litigator from a respectable firm. On her first day, Nelle manages to irritate Ally, Georgia and Elaine, but Fish and Cage seem very pleased with her. Ally defends a woman in her late-30's accused of having sex with a minor. When the boy testifies, Ally finds herself attracted to him. Meanwhile, Cage takes on a case of a woman who is suing for wrongful dismissal from a travel agency. When the lawyers first meet the woman, they are stunned by her appearance.

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.

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.

Elaine finds a real, live six-week-old baby in a nativity scene manger and wants to keep him. Cage and Ally represent Elaine in her fight to gain custody, while the rest of the office (full of child-less lawyers) become enchanted with the baby. Even Ling considers having children. Billy attempts to reconcile with Georgia. In preparation for the Christmas party, Elaine convinces Ally to sing a sexy song but Richard and Billy have their reservations.

Ally is pursued by a barista, but she is turned off by his forwardness so she dumps coffee on him. Later she meets him in court, where he is presiding as a judge, and after a heated exchange of words Ally finds herself in jail. After the two of them work things out, they end up on a date. Meanwhile, John is upset by Nelle's snobbish elitist attitude towards the "small" people and Billy finally kisses his assistant Sandy.