Eight-year-old Katarina Claes is the only daughter of a duke, living her life peacefully and without incident until she hits her head on a rock... and then remembers that she is not actually the duke's daughter. She used to be an otaku who died on her way to school after spending the previous night playing Fortune Lover, her favorite otome game. After noticing that her current surroundings seem oddly familiar, she is shocked to discover that she has been reincarnated into the world of Fortune Lover as the villainess. The villainess in the game usually winds up dead or exiled, so Katarina decides to use her knowledge of the game and its routes to avoid any bad situations. But is it even possible for the villainess to reach a good ending?
After a hard knock to the head, Catarina Claes regains all of her memories from her previous life as a modern-day high schooler and realizes that she is now the selfish, haughty villainess character from an otome game that she was obsessed with. She immediately takes action in hopes of avoiding the destruction flags that doomed her character in the game: exile in the best case scenario and death in the worst.
One day, as Catarina is hard at work trying to avoid her own destruction flags, she's invited to a tea party hosted by the daughters of the marquis, the youngest of whom is Mary Hunt. While talking to Mary about her farming troubles, she finds out that Mary excels at gardening and quickly befriends her. Then Mary's betrothed, Alan Stuart, the fourth prince, suddenly shows up and demands a showdown with Catarina.
Catarina is immersed in a romance novel when she finds out she's been invited to a tea party hosted by Geordo and Alan at the palace. She's determined to find some fellow romance novel fans there to talk to. When she gets there, she meets Sophia, a beautiful girl scorned by others as a "cursed child" due to her unusual looks, and her brother Nicol, whose otherworldly beauty charms men and women alike.
Catarina finally meets Maria Campbell, the heroine of the otome game, and redoubles her efforts to avoid triggering her destruction flags. Maria's charming appeal leads Catarina to mistakenly believe that she's already conquered Geordo and Keith, so she calls for another of her now-habitual "mental meetings" to work out a strategy.
Catarina has completely fallen for Maria's charm, and she advances their friendship by coming to the rescue when some overbearing noble girls have Maria cornered in the school courtyard. Later, when Catarina visits a large farm for some pointers on a day off, she learns that Maria's family's house is close by and decides to pay a quick visit.
Catarina has successfully avoided triggering her own doom thus far, and now she's enjoying a summer vacation spent doing all kinds of preparations to avoid any future destruction flags, from practicing throwing toy snakes to working the fields to climbing trees. Then Geordo arrives and invites her to visit the lake, hoping to spend some time alone with her.
With summer vacation over, Catarina and the others are gearing up for a practical exam. The condition to pass is to retrieve a stone inhabited by magical power from the depths of some ancient ruins. Catarina teams up with Geordo, Keith, and Sophia to enter this complex dungeon filled with traps.
On her way to the east building library to find some reference books, Catarina joins up with the usual gang, and they decide to have a study session together. Then she opens a book that caught her eye... and it suddenly fills the room with light, then swallows her up along with Geordo and the others. Only Mary and Maria are left behind, so they cautiously open the book to try to rescue Catarina and the others trapped inside.
Anne Shelley is Catarina's personal maid, and is dedicated to serving her every need around the clock. Catarina is always surrounded by friends and laughter, but she's completely oblivious to the feelings that they have for her, which seems to have caused some misunderstandings. With no knowledge of how much Anne worries about this, Catarina decides to host Mary, Sophia, and Maria for a pajama party.
Catarina is suddenly faced with her own "judgment event." The cafeteria is abuzz, leaving Catarina's mind in a panic as she suspects her doom flag has been set at last. Then Geordo appears with the members of the student council. The noble girls continue to condemn Catarina as the student council members read the evidence they compiled against her. Then Maria, the alleged victim, speaks...
There's still no sign of Maria anywhere, and now Catarina has fallen into a deep sleep during which she dreams of her past life. Meanwhile, Geordo has a doctor examine her, but is disheartened when no cause can be found. As Catarina continues to sleep, all of her friends come to terms with their own feelings.
Catarina and the others have found the imprisoned Maria, and at last they confront the one behind her disappearance. How will this confrontation end?! Catarina has worked so hard to avoid her own doom flags all this time, and now she faces a crisis! And then the final event in the game, the graduation party, begins. Will Catarina make it through to the end without setting any doom flags?
Catarina Claes, the daughter of a duke, successfully avoided all of her doom flags and is now enjoying her school life. One day, she learns that the school festival is coming up, and she's psyched to experience it. Geordo and the other student council members are swamped with festival preparations, so Catarina is left on her own to wonder what kinds of foods she'll find at the event.
One of the actors in the play being put on by the student council is injured, and the search is on for an emergency stand-in. As the opening of the curtain draws nearer and nearer, Catarina ends up agreeing to fill the role at Sophia's request. She's given a script with a story that sounds very familiar, and then her time comes to take the stage.
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Catarina is kidnapped by someone while on her way to the ball, but after awakening in an unfamiliar room, she struggles to fully grasp her situation and doesn't seem to realize she's been kidnapped. Even when the kidnapper shows up to see her in person and she asks why she was kidnapped, her questions are easily dodged. Meanwhile, Geordo receives a letter from the kidnapper and immediately begins an investigation to find and rescue Catarina.
The one behind the kidnapping of Catarina Claes turns out to be someone that nobody expected. Catarina is shocked to learn the true reason why he kidnapped her, but he's so moved by her cheerful demeanor that he begins to tell her more and more about himself. As he does, Catarina proposes an idea...
The day after the resolution of Catarina Claes's kidnapping, the first prince, Jeffrey Stuart, passionately speaks of his love for his younger brothers to his fiancée, Susanna Randall. At the same time, Geordo and Alan are in the student council office, reminiscing about their childhood days with their older brothers.
Catarina is overwhelmed by Geordo's suddenly passionate advances. Since she had no romantic experience in her previous life, either, she has no idea what to do. When she receives an invitation to stay at the royal palace villa, she's still unable to sort out her feelings, and upon arriving there, she learns that the nearby forest is rumored to be haunted by a ghost.
Raphael Wolt, an employee at the Department of Magic, welcomes Catarina and her friends for a tour of the facility. Lana leads them in an experiment on a magic tool she recently acquired from an antiquarian: a so-called "wish-granting doll house." The moment she sees the old, run-down doll house, Catarina can't help opening the tightly shut front door...
Nicol makes the decision to go through with an arranged marriage. Although he meets many prospective partners, all he can think about while talking to them is Catarina, so none of them get past the first meeting. Then, one day, his sister Sophia recommends that he read some romance novels for a change of pace.
Catarina is feeling thrown off by her sudden awareness of Geordo, so when she's back at home during a break from school, she spends her time working her fields for a change of pace. When she's done, she heads to Keith's room to show him the vegetables she's grown... but Keith isn't there, and instead she finds a letter in his room saying that he's running away.
Catarina and a few of her friends set out on a journey to find Keith, assisted by Larna. Catarina still believes Keith left because of her. She tries her hardest to find some sort of clue in the first town they stop in, but there's no useful information to be found. In the midst of all this, the captured Keith worries about the sister he left behind.
Upon learning that Keith was kidnapped, Catarina heads to the mansion that Alexander indicated to save him. The group enters the mansion even as Maria detects powerful dark magic there. After slipping past the many guards, they arrive at a hidden room, where they find Keith lying on the floor with his hands and feet bound.
Catarina Claes is finally graduating from the Magic Academy. Catarina reflects on the past two years as she talks with all of her precious friends and attends a graduation party at the castle. There, they all speak of their feelings for her, starting with Geordo.