Medavoy decides to go on a diet and has a hard time getting started on it. Meanwhile, Sipowicz has problems with his work, his baby son's illness and Sylvia deciding to return to work at the D.A.'s office. Simone proposes marriage to Russell, but she is hesitant to give him an answer. Martinez has eyes for Gina Colon the new administrative aide for the anti-crime unit since Lesniak has been transferred from the squad to another precinct, thus leaving the 15th for good. But none of the men are turned on by Donna's latest replacement, a frumpy lady named Gerri Turner as the PAA for the squad but she has a strong interest in Sipowicz. A body in a trunk of a car is inadvertently moved from the nearby 13th precinct into the 15th's jurisdiction. Elsewhere, Simone inherits an apartment building from a recently deceased woman and the woman's son, Henry, is upset at the situation.

Medavoy starts a bet with Sipowicz to see who can lose the most weight in a single month. Afterwards, Sipowicz and Simone help out Detective Stuart Morrissey on his investigation in the case of a missing baby. Meanwhile, Martinez campaigns to become the elected delegate for the squad and his opponent, Detective Vince Gotelli, is determined to win the seat himself. Also, Simone makes a deal with Henry to let him share ownership of the building.

Simone and Sipowicz investigate a claim of sexual assault against a mentally disabled 17-year-old schoolgirl, after her domineering and verbally abusive mother reports it. They try to persuade her to press charges against the two assailants. The alleged assailants are from privileged backgrounds who attend an exclusive prep school. One is the son of sleazy councilman Paul Manos, with whom the detectives had problems a year earlier. Meanwhile, a young man who speaks only gibberish, known to Sipowicz who had him committed four years ago, appears at the station and causes a minor scene -- trying to get someone to listen to him about a problem he now has. Sipowicz investigates. Meanwhile, Russell continues her undercover work and relationship with Jimmy, who shows off his true psychopathology when he beats up a roller blader who had accidentally bumped into Russell.

Simone and Sipowicz investigate a case where two transvestites witnessed a murder that they say was committed by a 'gay-basher' who's supposed to have been in jail for a previous crime. Meanwhile, Fancy's former foster son is arrested and charged with possession of a kilogram of heroin. He tries to make a deal with Sgt. Ray Kahlins, the "blow hard" from the DEA who worked out of the squad room the previous year, to nab the drug dealers. Medavoy finally asks out Abby Sullivan, the beat cop from the anti-crime unit upstairs. But she turns him down by revealing that she is a lesbian. Elsewhere, Russell gets more deeper involved in her undercover work which puts a strain on her relationship with Simone. But the psycho Jimmy's malevolence puts Russell's life in danger when he puts a drug in her drink.

Fancy and his wife are pulled over and harassed by a racist police officer for a burned out taillight, and he and the precinct commander, Captain Bass, don't see eye to eye on the procedures followed during the stop. Meanwhile, Sipowicz has some unresolved issues to work out Andy Jr.'s death when he begins having a string of dreams involving his late son. At the same time, Sipowicz works with Simone on a rare night duty and gets a case involving trying to find the perpetrators of a bar robbery, while Simone locks horns with the conniving Detective Eddie Hazell who is seeking to derail Simone's investigation to take the credit for nabbing the robbers all by himself. Also, Medavoy, Martinez and Russell work together on a sting operation to catch two female con artist investors defrauding old and crippled women.

Sipowicz and Simone investigate the murder of a woman whose body was found dumped in an alley and information about the mystery woman reveals that the woman was a mail-order bride from Russia who was looking to divorce her husband. Meanwhile, Medavoy and Martinez look into the drive-by shooting on a city bus. When one of the passengers mouths off his hatred of gays, both Medavoy and Abby become angry in which Medavoy slides on a further decline when he breaks his diet and begins to show off aggressive methods against the smart-mouthed gang members they bring in for interrogation. Elsewhere, Sipowicz starts working a part-time job for the U.S. Marshall by doing garbage detail at J.F.K. airport.

Simone and Sipowicz investigate a shooting that is related to the victim trying to leave a street gang. Meanwhile, Kirkendall and Russell investigate the death of a baby who appears to have been shaken to death by the baby-sitter. Medavoy and Martinez look into a murder at a garage where they have a suspect who looks guilty despite the fact he claims to have an alibi. That evening, Medavoy has dinner with Abby and her lover, Kathy. Also, Simone takes Russell out to a movie and proposes to her again, and this time she accepts.

Simone and Sipowicz get another case involving the shooting of a rap artist who refuses to cooperate with them in the identification of his assailant. Meanwhile, Abby tells Medavoy that she and Kathy are trying to start a family and asks him to donate his sperm to her so Abby will get pregnant. Officer Szymanski, the racist cop who pulled over Fancy, tells him that he thinks Fancy was one of the ones responsible for his being set-up and caught in the alleged theft of a drug dealer's money. Also, Simone is approached and propositioned by FBI agents to help them with their ongoing investigation into the affairs of mobster Joey Salvo. Elsewhere, the night shift detective, Vince Gotelli, tells Simone and Sipowicz about a heart medical condition of his.

Five Ecuadorians are found murdered at a small nightclub in an apparent robbery gone bad. Sipowicz, Simone, and Martinez work on the case where a tip from a waiter at the club leads them to try to find the two killers responsible. Meanwhile, Simone begins his undercover work for the FBI when he secretly meets with Joey Salvo who wants Simone to run a license plate number for him. Also, Russell and Medavoy are looking into a suspect in a spouse abuse case where Medavoy's commitment to Abby and Kathy hampers the investigation due to Medavoy's emotional attitude. Also, Medavoy discovers that Detective Gotelli is stealing money out of his locker in the light of his medical condition.

Medavoy launches his own investigation when Abby, and her girlfriend Kathy, are both shot by an intruder in their apartment in which Kathy dies and a grief-stricken Abby cannot bring herself to answer Medavoy's questions about her past and her former lover who may have been the assailant. Meanwhile, Simone, Sipowicz and Russell investigate a suspect after the charred body of a young woman is found in an abandoned vehicle. Also, Gina develops complications with her pregnancy and is taken off work for a few weeks.