After a brief recap of the first season, Keima theorized to Elsie on why the spirits are attracted to the girls he helped before until they get into trouble with bulliess but are saved by Kusunoki Kasuga, the captain of the girls karate club. As Kusunoki berates Keima for being weak, Elsie's spirit sensor detects a spirit inside of Kusunoki. Despite learning from Elsie that Kusunoki is heir to her family's martial arts thus her hatred of weak/cute things and tough training which made most of the members of the girls karate club to quit, Keima asks Kusunoki to make him her apprentice to learn more about her. Kusunoki refuses at first but reluctantly agrees due to Keima's Bishōnen looks. At first Keima can't find anything useful until he catches Kusunoki cuddling a cat which reveals she does like cute/weak things. Embarrassed and angry, Kusunoki tries to throw the cat out from the balcony but a manifestation of her appears and saves the cat. Keima realizes Kusunoki's conflicted feelings to be masculine or feminine has made the spirit in her manifest her feminine side whenever cute, girly and weak things appear before her. In order to fully draw out her feminine side by doing girly things, Elsie tells Kusunoki to go on a date with Keima much to their embarrassment as they both reluctantly agree.

Kusunoki is embarrassed on her date with Keima but still continues it hoping it will draw her feminine side out. After failing to connect themselves in their date, Kusonoki and Keima decide to do the most romantic thing: eating an ice cream together. After overcoming their embarrassments and eating it, Kusunoki's feminine side finally comes out where both Kusunoki and her feminine side fight for dominance. As both of them fight and explaining their reason with Kusunoki wanting to get rid of her femininity as it is a weakness in her martial arts and preventing her from inheriting her family dojo while Feminine Kusunoki wants to get rid of her martial arts as its preventing her from becoming a woman, Keima stops them and tells them they can just choose both and not sacrifice one for the other. Kusunoki protest at first but Feminine Kusunoki tells the former that Keima is correct since she did enjoyed her date with Keima despite her earlier denial. Feminine Kusunoki admits her defeat but makes Kusunoki promise not to forget her femininity. As her last act, Feminine Kusunoki takes control of Kusunoki's body to kiss Keima as a remembrance which Kusunoki does so willingly a she realize she likes Keima and kisses him which release the spirit inside of her. Kusunoki still continues her marital arts and now accepts her femininity. Later, Elsie tries to explain to Keima the powers of the evil spirits only to get trapped inside a Spirit capturing bottle used by her friend and fellow Spirit hunter, Haqua.

Elsie is glad to meet her friend Haqua, a genius who was one of the best students in their class and is now the Section Chief of District 32 of the Far East Division. When Elsie ask Haqua how many spirits she has captured, Haqua claims she captured ten and is in disbelief at first when Elsie says she captured five as she always known her as a klutz. But their conversation is interrupted when Elsie's boss, Chief Docrow, reports an evil spirit is on the loose in her area due to a failure of another spirit hunter. Haqua decides to capture this spirit by herself but Keima, after hearing her talk with Elsie and seeing her suspicious attitude, tells Haqua that he knows the spirit hunter who let the spirit loose was Haqua herself as she was chasing it before she meet Elsie and Docrow reported it. While Keima isn't interested on why Haqua is keeping it a secret from Elsie, he offers to help her find the spirit at school in exchange for telling him what the evil spirits are. Haqua explains the spirits are the souls of the Old Demons of Hell who were overthrown and sealed by like-minded Demons who were oppose with the former's wicked ways but managed to escapes to Earth and hide in girls hearts which the spirit hunters are tasked to capture them before they are reincarnated as their host's child. Since the spirit feeds on negative emotions, Keima leads Haqua to the most depressing place in campus, the school theater. Keima decides to leave everything to Haqua but she needs his help and admits to him that she hasn't caught a spirit yet and lied to Elsie to save face. Is then when Elsie reports to her that she has found the spirit in the theater.

Haqua arrives and tries to capture the spirit which has gotten powerful from feeding the negative emotions of the unconscious students around them but the spirit escapes to the roof by possessing the students to stop Haqua and Elsie. Keima suggests Haqua should team up with Elsie but Haqua refuses, claiming she is more better than her. However, Haqua is in distraught as she has failed to live up to her friends expectations which allows the spirit to possesses her. By the time Keima and Elsie reach the roof, Haqua is under the spirit's control and it uses her and the possessed students to capture them. In order free Haqua from the spirit's control, Keima tells Elsie to calm the negative emotions in Haqua's heart. As Elsie talks to her, Haqua admits to Elsie that she lied to her as she was ashamed and didn't want let her down but Elsie breaks free from the possessed students and hugs Haqua, telling her no matter what, she will always been the greatest demon in her eyes which finally breaks her free from the spirit's control. Now working together, Haqua defends Elsie from the possessed students while the later uses the spirit capturing bottle to capture the spirit which they succeed. With the spirit captured and returned to her, Haqua thanks Keima for his help and for not revealing her lie to Elsie while Keima congratulates Elsie on a good job which she celebrates by buying both Keima and Haqua lunch.

After learning there are still 60,000 spirits to be captured before his contract is finish, Keima goes into a depression, not helping matters when his classmate the cheerful Chihiro Kosaka makes fun of him. Despite telling Elsie he doesn't care what people say about him, he is still affected by Chihiro's words. Suddenly, Elsie detects a spirit and to Keima's horror, it's inside Chihiro. Keima refuses to help her since he's still angry on what she said and the fact she's very average and doesn't have any unique traits that can help him figure her out. However, they watch her confessing to a boy, only to see her get rejected and runaway crying. The next day, Keima, feeling sorry for Chihiro, decides to console her over her rejection but to his anger, Chihiro is back to her old self as she reveals she has been confessing and getting rejected to any boy she fancies many times. Keima scolds Chihiro for playing around with love but she strikes back with his obsession with games and his anti-social attitude which strikes a deep cord within him. Even more depressed, Keima locks himself in his room for days until he does come back to school but refusing to speak with anyone. Worried about him, Ayumi visits Keima who has fainted from not eating.

Ayumi attempts to lighten Keima's mood after his fight with Chihiro and asks him to makeup with her. After sharing lunch together, Keima learns that all his past girls he helped still have remnants of their feelings for him. Ayumi later tricks both Keima and Chihiro to do cleaning duty together where Keima learns Chihiro is truly sorry for insulting him. By chance, Keima discovers Chihiro's new crush, Yuta. After admitting Keima's claim that she doesn't take love seriously, Chihiro ask Keima to teach her some of his dating sim techniques in order to win over Yuta's heart. The following morning, Elsie indirectly points out that should Keima help Chihiro, he would not have to be directly involved in filling the emptiness in her heart. Overjoyed by this revelation, he gathers information on Yuta which he then formulates into a carefully calculated plan where he helps Chihiro get a notable impression from Yuta. As Keima teaches Chihiro in his final plan to get her to confess to Yuta, Chihiro start to take an interest with Keima.

As Keima prepares Chihiro to finally confess to Yuta, Chihiro begins to have second thoughts and realizes she likes Keima and calls off the confession. However Keima is angry that everything he did for her is being thrown away and accuses her for not being serious which Chihiro angrily leaves as it won't matter how serious she get as she'll never be special like others. Keima, after realizing he never consider Chihiro's feelings as he was too focus on the confession, he decides to make amends and capture Chihiro's heart. By the time he finds her on a ship, Chihiro confesses she started liking Keima since they're both similar of being disappointed with the real world. However, he corrects her that despite his dislike with the real world, he never given up on himself so she should she do the same thing. But when Chihiro tries protest that someone as average as her can never be special, Keima kisses her by surprise and tells her as long as she truly wants it, nothing can stop her from becoming special, which forces the spirit out. With the spirit gone, Chihiro becomes more cheerful and confident and tells Elsie they should start a rock band. As for Keima, he starts to question his life after remembering the girls he helped before.

Keima learns the rare First Edition of the Dating sim game "Love Tears" will be on sale at another town so he goes there the next morning with Elsie tagging along. After teaching Elsie the history of dating sims and difference between many editions of the same game, Keima tasks Elsie to buy the game while he goes to a game fair. When she finally finds it, she discover three different editions of the Love Tears game but manages to get the correct one due to it's expensive price. Unfortunately, Elsie instead buys the Love Tears anime by mistake which Keima suspected so he bought the game at the game fair just in case. Later, Haqua arrives at the Katsuragi residence's and asks Elsie and Keima's assistance for her report during the time she captured the escaped spirit at Majima Academy by using a magical scale model of the school including autonomous dolls of them and the students that follow their command by a mic. After Keima helps complete her report, he protests over one detail that Haqua changed in her report which was when they both arrived at the theater, she claims Keima clinged to her when the truth was it was the other way around. After they fight over their version of that incident, Haqua destroys the mic to keep Keima from changing it. Unfortunately, she last commanded that Keima was a pervert who chases her which Keima's doll does obscene things with Haqua's doll, much to Haqua's embarrassment and Elsie's anger where they both hit Keima and accidentally let the dolls loose. After helping recover the dolls, Haqua's thanks them for their help and Elsie wonders if Haqua used the report as an excuse to visit Keima.

Jun Nagase is an idealistic and upbeat new student teacher at Majima Academy assigned to her senior's class, Miss Nikaidō, Keima's teacher. Jun is at first bewildered that Keima is playing video games in class and nobody minds about it but after the teachers tell her the problems they have to deal with him, Jun believes Keima is a problem child and wants to help him. She goes to talk to him but gets scared looking into his eyes and leaves. Convinced that Keima is actually lonely, she resolves to help him open up which at the same time a spirit enters her body. When Keima and Elsie learns about Jun's spirit, Keima finds his next target difficult as making of a teacher falling in love in games takes too much time as teachers never fall in love with their students as they only see them as their students only. Thus in order to make Jun fall in love with him, he has to make Jun see him as her equal in a short amount of time. As Keima leaves school to figure out his plan, he is caught by Jun who thinks he's ditching school. After dragging him to have lunch with her and talking about her idol, the late pro wrestler Jumbo Tsuruma, Jun tell Keima to talk about his problems to her. However Keima does not like this unprecedent event since it will take too long for him to capture Jun's heart.

Keima has an idea to quickly grow the relationship between him and Jun by making her hate him and turning those feelings into love. But the plan backfires as it only cause Jun to be more concerned about him. After getting him alone in class, Jun tell Keima that she believes he is lonely and plays games as a form of escape but he shoots her down as she has no clue what he is and that she shouldn't judge him by her own standards, which leaves Jun shocked. With no other choice and a change of plans, Keima asks Miss Nikaidō for more information about Jun which she agree in exchange for helping her in her school work. Meanwhile, Jun still affected by Keima words, decides to help his class in their schoolwork after Mr Kodama insult them as failures. But when the students tell her that they don't have the zeal to improve themselves, Jun in anger, inadvertently scolds them and quickly leaves. After finishing his part of the deal, Nikaidō finally reveals to Keima that she and Jun were members of the highschool's girls basketball team before it disbanded over an incident in the past. With this new information, Keima now knows what to do.

Still upset over what happened at class, Jun goes to watch a pro wrestling match only to find Keima sitting at her seat thanks to Elsie making a copy of her ticket. As she is forced to sit with him to watch the match, Jun wonders why the class won't let her help them, which Keima then asks her why the girls basketball team disbanded when she was captain and correctly concludes that it was her idealism that forced the other members to quit and despite claiming she was trying to help the team for them, she was actually helping them for herself which Jun leaves the match in anger. Despite this, Keima concludes it's time to capture her heart. Later, Jun tells the class she has entered them for a marathon hoping to help them bond, but instead they refuse, feeling that she's trying too hard on them, which leaves Jun disappointed and tells the class how selfish they are before running away. As the class bad mouths Jun, Keima unexpectedly calls out on their behavior and disappearing before they confront him. As Jun arrives at the old girls basketball team locker room, Keima confronts her, telling her despite claiming to have changed in order to teach her idealism to others, she still hasn't changed at all. As she runs away into the school gym crying and wondering why people won't let them help her, Keima consoles and tells her to not give up and try harder as it will finally make them accept her idealism. Just then, the whole class arrive in the gym to apologize to Jun much to her joy. Unknown to Jun, Keima knew what was going to happen so he planned with Elsie to have the class to start hating him after Jun left and made them worry about her after she was gone. As Jun's time as a student teacher comes to an end, Keima sees her off and asks her to come back which she promises to become a better teacher and kisses him, finally expelling the spirit inside of her.

While playing his recently bought dating sim games, Keima plays one called "One Leaf". At first, he assumes it's a terrible game due to it's horrible character design but quickly falls in love with it's heroine, Yotsuba Sugimoto, aka "Yokkyun", as she is his ideal game heroine. Keima enjoys the game so much, that he decides to play it at a slow pace, ignoring everyone throughout the whole day much to Elsie's chargin and Haqua's confusion. Later that night, Keima receives an email from the game studio that created "One Leaf", who asks Keima to help them create the perfect dating sim game under his direction. As Keima think of ideas for the game, his inner minds soon starts arguing over what is the ideal and perfect dating sim which leads to an intergalatic war. But the war finally stops when all of them remember about Yokkyun and what is important that makes the perfect dating sim game. Finally making a decision, Keima decides to tell the studio to just make a good game. As the season finale come to an end, including a preview of the new cast of heroines for Keima in the next season, Keima ends the episode saying he used to think games were the ideal world and real life was just a bad game. But after learning that a perfect world can be found in a bad game, then he can also find it in real life as well.