Shintaro Kisaragi/Relationships

Relationships

 * Momo Kisaragi: Shintaro is Momo's elder brother. The two argue often; Momo finds him "lame" and genuinely wished to hide his identity as her brother from her new friends when she sees him outside for the first time in two years, and Shintaro criticizes her taste in fashion and food. Despite their bickering, they care for each other dearly; for example, during the terrorist situation, they both immediately worry about the other, even though Shintaro doesn't even know that Momo is there. She shares a lot of character traits with her brother, such as their facial expressions, attitudes, shared love of soda, low stamina, video game skills and strategic cleverness. According to Shintaro, Momo cried a lot when she was small. However, because Shintaro felt like he didn't have the strength to become a good older brother, he could only support her from behind. Manga Route 2 shows more of the dynamics between the two siblings. When they were kids, Momo wanted to be better than Shintaro with at least one thing and decided that she would practice swimming with her father at a beach trip while Shintaro stayed home and studied, a goal that he supported. However, Momo and their father both drowned during their trip, with the former gaining her eye ability from her time in the Kagerou Daze. Shintaro does not blame her for their father's death and supported her when she began to draw in unwanted attention to their house with her eye ability. When he learns of the Mekakushi Dan's connection with the eye abilities, he demands to get involved to help her out. Later, Momo runs off from him and Ayano to potential danger, and he goes after her without hesitation. When Ayano asks him if he will still go despite knowing that she might die, he tells her that it's simply his job as an older brother to care for his little sister and goes after Momo. He finds her when he sees her falling to her death and is completely devastated afterwards, and he spends the next few days not sleeping and instead hacking security cameras to try to find her killer.


 * Takane "Ene" Enomoto: In all Routes, Shintaro receives Ene a year before the present plot in an email from an unknown sender. In the Novel Route, he admits that he tried deleting her several times, but she comes back as long as his device has an intact connection with the internet. He initially really disliked her because of her constant mischief and pranks; for example, she would rearrange his files and blare alarms from his speakers early in the morning. In the Music Route (Route XX of Losstime Memory), Shintaro becomes fed up with Ene and kills her through unknown means. In other Routes, Ene's personality overwhelms Shintaro the point where he cannot do anything but accept her, and she causes him to leave his house for the first time in two years to buy new computer parts, which causes him to meet the Mekakushi Dan. He displays a degree of trust in her during the terrorist incident, during which he knows that she can save the situation with a 100% success rate. He does not know that she is actually Takane, his former schoolmate who, to his knowledge, died two years ago. He first met Takane during her school's cultural festival, during which he visited her booth and beat her at her own game, Headphone Actor, with a perfect score. Before their battle, he casually insulted her and she bet him that the loser will do anything the winner says, and that she'd even call him "Master". The two argued frequently once Shintaro entered high school and presumably did not have a good relationship before Takane's death and transformation into Ene, but he is still disturbed that she dies on the same day with Ayano and Haruka. In the Novel Route, Shintaro is very embarrassed after learning Ene's true identity, especially since she called him "Master" based off her bet. Takane admits to Shintaro that she, as Ene, did not leave him because she felt that he would eventually commit suicide if he were left alone, a fate which he silently agreed with. In Manga Route 2, Shintaro does not formally meet Takane, who knows him as Haruka's friend. Despite this, she still stays with him as Ene, and she later admits that she had a lot of fun with him and Momo. She takes him to her body, which is still injured from her suicide attempt, and the two tearfully admit that they are each other's best friend and were "saved' by each other before she passes away. It is implied that her death is caused by her acknowledging that her wish, which was to be isolated, had changed after she befriended Shintaro.


 * Haruka Kokonose: Shintaro and Haruka became best friends after meeting at Haruka's high school culture festival. They bonded through their love of video games and soda. When Shintaro and Ayano entered high school, the two would often spend their time with Haruka and Takane, and Shintaro and Haruka would often have online and offline outings. In the Novel Route, Shintaro is the first person Haruka is honest with regarding his own death, as he tells Shintaro that he won't live past Shintaro and does not want to die. Shintaro cries with him, saying that he does not want Haruka to die. Haruka's death, along with Ayano and Takane's, devastates him to the point that he becomes a shut-in. In Mekakucity Actors, Shintaro and Ayano try to leave the Kagerou Daze with Haruka, but Haruka tells them that it's too late for him. He tells Shintaro to not cry, as it would make him sad, and a tear is seen falling down Shintaro's face. Shintaro is eventually able to reunite with Haruka after the latter returns from the Kagerou Daze and regains his body. In the manga edition of Lost Day Hour, when Haruka is interviewing the Mekakushi Dan for what, to them, defines a "friend," the two admit that they thought of each other. In Manga Route 2, Haruka is Shintaro's very first friend; they first meet when Shintaro is admitted into Haruka's hospital room after he injured his arms and legs. The two grew close over a shared loved of video games before Shintaro's injuries heals and he is discharged from the hospital. Haruka incentivated Shintaro to return to school, which he had dropped at some unknown point before meeting Haruka, and visits the boy after enrolling once again. However, upon learning from the hospital staff of his passing, Shintaro is devastated to the point of giving up on returning to school and becoming a shut-in. He tells Momo that he blames himself for Haruka's death, as if the world was cursing at him, Shintaro, for daring to make a friend.


 * Ayano Tateyama: Shintaro first met Ayano in school, and she eventually made contact with him despite his tendency to keep his distance from others and became his first friend. In middle school, he once caught her crying alone in their classroom, but, not knowing what to do, he walked away. On August 15th two years before the present plot, he found whom he thought was Ayano returning from summer classes and scolded her. Ayano, who was actually already in the Kagerou Daze and was actually Kano in disguise, told him that "everything is your fault" and flees. When he learned about her suicide the next day, he fell into a depression that was only made deeper by learning about Haruka and Takane's deaths. Afterwards, Shintaro dropped out of school and became a shut-in NEET. In the Music Route (Route XX of Losstime Memory), his guilt over Ayano causes him to to further isolate himself even from Ene, whom he kills on August 15th when she annoys him before killing himself. He then enters the Kagerou Daze, where he sees Ayano and begs her not to leave him. In comparison, Route 1 Shintaro spends his day meeting the Mekakushi Dan before dying while trying to save Konoha. Once he enters the Kagerou Daze, he approaches Ayano and smiles at her, showing how he has accepted her death. She smiles back at him and gives him her scarf. In the Novel Route, he has a breakdown while apologizing when Kano haunts her with Ayano's image. Later, his reunion with Ayano in the Kagerou Daze is very practical, as they both sit down and immediately begin discussing strategies about the Mekakushi Dan and the Snake of Clearing Eyes. They continue doing this for most of their stay in the Daze. In Mekakucity Actors, Shintaro activates his eye ability and presumably commits suicide to enter the Kagerou Daze and get Ayano out of there. In the Kagerou Daze, he greets her with a smile and tells her that she doesn't have to fight alone anymore. After visiting Haruka, the two leave the Kagerou Daze and go to the Snake of Clearing Eyes' laboratory, where they confront it and send Marry instructions on how to control the Daze.


 * Tsubomi Kido: Kido first meets Shintaro, whom she just learned is Momo's brother, in the mall before the terrorist incident when he accidentally bumps into her, canceling her Concealing Eyes' effect on herself. He apologizes to her, which she accepts before quickly concealing herself, though she is unsurprisingly unimpressed with him. In the Manga and Novel Routes, the Mekakushi Dan visits the amusement park where she later recruits Shintaro to go through a haunted mansion with her to find Momo, whom she left there in fear. Though they are both similarly very afraid of horror themes, Shintaro manages to be unimpressed by her dishonesty about her fear and how she falls for Momo's prank. In the Novel Route, she later impresses him with her leadership, maturity, and cooking skills and also reassures him about his doubts with Kano. After she tells him about the Kagerou Daze, the two lead the Mekakushi Dan's investigation of it, which leads them to finding Azami's journal in Marry's cottage. In Manga Route 2, a bewildered Kido meets Shintaro when she un-conceals herself while watching him penniless and groveling at a soda machine. While laughing, she buys him a soda and tells him to pay it forward to someone else with a good deed, which causes him to think that he can't stand people like her. Regardless, they depart from their meeting with smiles, and he is later shocked to hear about her death.


 * Shuuya Kano: Kano first "met" Shintaro during the latter's last year of middle school when he used Deceiving Eyes to impersonate Ayano so that she could investigate their father, who is being possessed by the Snake of Clearing Eyes. He continued this act throughout her first year of high school as well and did not get a good impression of Shintaro in particular. After Ayano throws herself into the Kagerou Daze, the Snake of Clearing Eyes forces Kano to impersonate her corpse to get evidence of her death. When he is later walking home, Kano is so distraught that he is unable to change himself from appearing as Ayano, and he runs into Shintaro, who instantly starts berating "Ayano". This causes him to snap and tell him that "everything is your fault," and his words would haunt Shintaro for the next two years. In most Routes, he does not reveal that he has known Shintaro for years during their first formal meeting, which usually occurs during the terrorist incident. In the Novel Route, Kano tells Shintaro the truth and, later, internally admits that he respects Shintaro and finds him to be a little cool. In Manga Route 2, he does not meet Shintaro until the present day plot and mainly sees him as the brother of Momo, whom he is trying to recruit as a new member of the Mekakushi Dan.


 * Marry Kozakura: In the Novel Route and Manga Route 1, the Mekakushi Dan visits an amusement park. While trying to have some alone time, Shintaro runs into Marry, who sulks when he didn't seem to hear her at first. To stop her from potentially crying and causing a scene, he agrees to accompany her into an ice maze. However, Marry is sensitive to the cold and ends up spilling tea over Shintaro, causing both to leave quickly. It is revealed in Mekakucity Actors that, a "long time ago", Shintaro promised to Marry that he would "never forget the Tragedy", and she gave him his eye ability.


 * Konoha: In most Routes, Konoha and Shintaro seem to get along well with each other. In the Novel Route, Konoha suffers a fatal injury while protecting Shintaro from falling to his death, and in Route 1 of Losstime Memory, Shintaro dies trying to stop Konoha, who is beginning to be possessed by the Snake of Clearing Eyes, from shooting himself. In the anime, Shintaro agreed to help Konoha look for Hiyori and Hibiya, only to see Konoha swallowed by the Kagerou Daze as all he and the two children are crushed by a truck. Shintaro tries to run to them, but he is too late, and he later sees Konoha and Hibiya returning. While Konoha reminds Shintaro of Haruka, he sees them as separate individuals and is saddened by Konoha's "disappearance".


 * Snake of Retaining Eyes: In Manga Route 2, Shintaro does not go to school with Ayano and instead meets her on August 15th of the present day plot, when he finds her talking with Hibiya, whom he is helping. She is initially cold towards him because she thinks he is uninvolved with the Kagerou Daze, but he realizes its connection with Momo and her strange ability and has her tell him about Azami. After she briefly reunites with Kano and learns of Kido's death, she tells Shintaro her past involving her adopted siblings, including Marry. She later stops the Snake of Clearing Eyes, who is possessing Hibiya, from taunting him when he is in shock over Momo's death. Later, when he decides to join the Mekakushi Dan, Shintaro tells her that Ene had told him that he has the potential to save others, and he has decided that he wants to save her, Ayano. After Marry seals the Snake of Clearing Eyes into the Kagerou Daze, she has Marry turn her into the Snake of Retaining Eyes so that they can stop forgetting the Routes and asks to be given to Shintaro. As the world rewinds, they have a brief conversation, which ends with her crying while smiling and admitting that she may "really like" him. After Marry gave her to him, she is with him in every Route since birth, and the two talk during his dreams, between Routes, and whenever he fully activates his ability. She often asks him if he can remember her, though he cannot every time.