With Kaori Kidnapped by the three assassin siblings, the Lodos Mafia issues a formal challenge to Ryo. Ryo, with the help of Umibozu, infiltrates the Lodos Mafia boat in search of Kaori. Kaori realizes that her nightmares foretelling Ryo's death may be true.

Reika calls up Ryo to go on a date. At the same time, she refers Kaori to a fortune teller. There, the fortune teller informs Kaori that she may be a danger to the one she loves the most, Ryo.

A woman named Sayuri Tachiki approaches Saeko with a request to meet her long lost sister, who happens to be Kaori. Because Kaori does not know the truth of her existence, Ryo decides to take Sayuri on as a "client" and have Kaori interact with her to see what happens. Ryo then notices that someone may be after Sayuri. When Sayuri notices that Kaori is training with a gun, she becomes angry at Ryo and fearful that her sister may end up with a horrible fate in the underworld.

Sayuri takes Kaori shopping and gives her a complete makeover. As they are proceeding back to the apartment, they are kidnapped by unknown strangers. Ryo is able to determine that the men responsible are members of the Unryu-Kai, of whom Ryo once dealt with. Once the women are freed, only one question remains, will Sayuri tell Kaori the truth about her existence?

Ryo has an unfortunate encounter with a schoolgirl as Kaori interviews a potential client asking the City Hunter to protect his grand-daughter, Kimiko. It turns out Kimiko is the same girl whom Ryo had met earlier and both of them do not get along well. It appears that there are many men after Kimiko for unknown reasons, and Kimiko devises a plan to masquerade Ryo as her fiance. Ryo decides to investigate further and finds out that Kimiko may well be related to a wealthy matriarch.

Three men decide to lure Kimiko to a trap by offering to tell her the truth about Kimiko's long lost father. When Kimiko goes missing, her grandfather comes out with the truth: that Kimiko is indeed the daughter of the son of Takako Uesugi, the wealthy matriarch and that the men after her were probably sent by Uesugi herself. Ryo comes to a different conclusion, that the men are part of the Uesugi bloodline, and are after the Uesugi estate. Ryo also realizes that the three men who kidnapped Kimiko do not intend to allow her or Uesugi to live.

A dancer named Maiko rents out the apartment adjacent to Ryo and Kaori. Already she is worried not only about Ryo's advances but the fact that an unknown person appears to be in her apartment when she is not home and when she is being followed. While Ryo initially tries to help, she rebuffs his advances.

After causing destruction at the audition, Ryo and Kaori are made to stay at the show as stagehands without any compensation. Things get complicated when two men stage thefts of female underwear and place the blame on Ryo. Ryo suspects that Maiko's lucky charm may be what they are after.

Ryo refuses a job request from Saeko to protect young King Nalio from assassins. Ryo and Kaori discover that Nalio is a spoiled brat who has everyone do everything for him and who also has his own personal harem. Ryo only agrees to the job after seeking permission to the harem from Nalio's guardian. After an attack on Nalio, Ryo takes him to be properly "educated"

Ryo trains Nalio in matters of maturity and the way of being independent. They then proceed to dispose of the assassins sent by Nalio's uncle.

Kaori receives a strange job request from a female magician who requests that her protector be a woman herself. Ryo sees that this is due to her having a phobia of men in general. As a result, Ryo resorts to cross dressing as Kaori's older sister in order to protect her from a rival magician seeking to push her out of business.

On the day of Kasumi and Miki's birthday, Ryo finds that his former partner, Rosemary Moon, aka Bloody Mary, has arrived in Tokyo and has requested Ryo to show her around town. Immediately, Mary takes an unusual dislike towards Kaori, while Ryo's mood uncharacteristically changes. During the party, Mary reveals unknown truths about Ryo that Kaori does not even know about. This distresses Kaori and enables her to ask Bloody Mary for more information. Kaori becomes shocked at the true story of Ryo's heritage, jealous of Mary because she knows more about Ryo than Kaori herself, and angry at Ryo for not telling her. Umibozu explains that the only reason Mary knows is that her father trained and worked with Ryo in his early days.

Kaori confronts Ryo with the knowledge of his past and reconciles with him by giving him a birthday. When Kaori is knocked out by a nasty fever, Ryo leaves with Mary to show her around town. Immediately, Ryo detects that someone is trying to kill him as traps are placed around the areas where they would go. Ryo finally finds out the truth, that Bloody Mary was forced to kill him to secure the life of her lover. When Ryo offers to help out, Bloody Mary leaves without him to take on the terrorist holding her lover.

On her way to take on David Clive, the terrorist who is holding her lover hostage, Bloody Mary finds out that Kaori has snuck in the vehicle with a large cache of weapons. The duo proceed to bust into David Clive's hideout, with Ryo and Umibozu in hot pursuit. But when David Clive forces a gun into the head of Bloody Mary's lover, Ryo and Bloody Mary are forced to fight each other.

Ryo stumbles upon a pretty ghost named Ami Asaka who tells him that she was murdered by a serial killer. She hires him to protect her younger sister.

Ryo and Kaori run into Mariko, an old friend of Kaori's and an aspiring pickpocket. Out of concern for her friend, Kaori asks Ryo to try to convince her to give up pickpocketing. Ryo then issues a challenge: if Mariko can steal Ryo's Wallet, then Mariko can continue as a pickpocket. Otherwise she must quit the profession. Little do the three of them know that Mariko has been targeted by Yakuza after stealing a piece of jewelry containing secret files from a daughter of a Yakuza boss.

Ryo runs into a young beautiful nun who has lost her cross after a night in the town.

Ryo is requested to take care of three sisters at a ski resort.

Ryo and Kaori travel to an isolated tropical island to help a young girl protect the ecologically sensitive island from thugs looking to harvest its valuable mineral resources.

Ryo comes across a stuntwoman named Yuki who is trying to get her memory back by performing dangerous stunts. She believes Yuki is being hypnotised by someone.

Ryo comes clean about the fact that he pretended to be Ami's fiance to get close to Mami which infuriates her. She gets a letter from Ami who asks her to trust him.

Ryo is hired by Yuri, daughter of a famous pool player while she prepares for a match that may determine the fate of her father's pool club. Ryo discovers that Yuri is not a person who does well under pressure, and as such, tries to help her overcome this handicap during the match.

Ryo is requested to find out who has targeted Kumi, a popular female wrestler. At first Ryo believes her "rival" may be responsible but learns that an unknown party is trying to manipulate Kumi.

On the anniversary of the death of his friend, Robert Harrison, Ryo gets royally drunk and notices a woman watching him. This woman turns out to be Sophie Silverman, who represents an international firm of sweepers. Sophie wishes to tag along with Ryo and Kaori for a few days to witness him in his line of work. On their way to a potential job, the three are attacked by unknown assailants. After warding them off in a warehouse, Ryo finds Sophie pointing Robert Harrison's gun at him.

A young girl comes up to Ryo claiming that he is her father. But this is all a ruse by a desperate mother to protect her from her late husband's father who intends to take her away from her mother. Ryo and Kaori both develop a bond with a little girl and Ryo realizes that the late husband's father is not as bad as portrayed.