After returning to Noston with her new fiancé Vik, the crown prince of Paffuto, Claire Martino must face all of the figures from her life before she became the disgraced daughter of the Duke. Among those in attendance at the ball where Claire will be introduced to Nostonians as Prince Vik's fiancée is Charlotte, Claire's younger half-sister and the cause of all her misfortune. And Charlotte, determined to maintain her status as the most-beloved main character, is clearly plotting a way to steal the spotlight... and maybe even Prince Vik! After a dramatic twist, Claire will be forced to make a life-changing decision that will decide the future of everyone she holds dear in this world!

Betrothed to Prince Asbert of the great kingdom of Noston, Claire is shocked when the engagement is suddenly annulled. More than that, the new consort to the throne is none other than her sister, Charlotte! As the daughter of the now disgraced duke and scorned as a villainess, Claire leaves everything she knows and sets out on a journey to find her true self. But wait, isn't that's the plot of the game "Upstart ♡ ETERNAL LOVE" on its hardest difficult setting...?

After finding out she is to be forced into an marriage of convenience as soon as she graduates high school, Kokoro sees her life ending before her eyes at her father's wishes. And so in her final year of high school, she decides to indulge in her love of other women, and create an incredible sketchbook of lesbian romance to leave behind as her legacy. As she observes the young women of her town, she learns more about their desires, their struggles, and the unpredictable whims of love.

Claire Martino has a fairy-tale life anyone would envy, with a noble upbringing, a crown prince for a fiancé, and a promising future ahead of her as Noston’s most powerful mage. That is, until everything crashes down around her when all of the family magical talent goes to her half sister, Charlotte, instead. With her engagement broken and reputation tarnished, Claire flees the only life she’s ever known and sets off on an adventure to find the freedom she’s craved all along. It’s anything but easy, but fortunately for a girl with dignity, talent, and a whole lot of bravery, nothing is impossible...even turning out to be a video game character! Much to her surprise, Claire finds herself periodically teleported to modern-day Tokyo where Claire Martino is no more than a side character in the classic dating sim game Upstart: Eternal Love. Yet even that won’t stop Claire from saving the day so she can unlock the good ending of her own route.

Akari is an average 25-year-old office worker who harbors a secret she hides from her colleagues; she's a huge otaku, to the point that her obsession is ruining her financially! When her lunch is stolen by a pigeon, a kind, attractive stranger offers his homemade bento in its place, and after graciously accepting, Akari tells him the reason she's so destitute. Of course, she assumed she'd never see him again... but he's the newest hire at the company where she works! Will he keep her secret? And will she learn more about this kind-hearted man?

A newfound harmony flourishes between the kingdoms of Noston and Paffuto, and beyond international relations, fresh opportunities for friendships and romance arise! As their relationship deepens, Vik wants to help Claire face her scheming half-sister, Charlotte, at the upcoming ball. Although there’s no save point before this boss encounter, Claire is now equipped with a mysterious arcane treasure that’s always been surprisingly close at hand and also has a party of friends to support her. They just might put a stop to Charlotte’s furor...but the younger Martino daughter is not afraid to resort to underhanded tricks!

Two years have passed since Utsumi's secret was discovered and he and his family left town without a word. Hiyama Nachi has grown into a hardened and distrustful high schooler, embittered by feelings of abandonment and determined to focus on her test scores to the exclusion of everything else. Despite her best efforts, thoughts of Utsumi still linger in her mind... but is her hope for his return just as painful as the grief of being left behind?