System Quest: Seducing the AI General - Chapter 6: Episode 0: A-01 Flirting?

Madeline Celeste d'Aumont is the first daughter of Duke Aumont and Duchess Louise-Marie d'Aumont who has been engaged to the Second Prince of Pays Des Abrutis since she was a child. The Second Prince decided to marry a woman closer to his own age and broke off the engagement to Madeline who was left with a broken heart and a reputation as being an unwanted woman even before she was an adult. The Duke decided to help his daughter regain her confidence and reputation by sending her to the Academy de L'échec.

Ito Aoi was the son of a Kendo master who ran a dojo in downtown Tokyo. One day while crossing the street to get some Yakitori, Aoi was hit by a delivery truck and woke up as the trash first son of Duke Montfort, Guy de Montfort. Duke Montfort also sent his son to Academy de L'échec only Aoi instantly recognized that he was now living in the world of an Otome Game that his sister loved to play and talk about all the time. Aoi recognizes that Madeline is the villain from the game. Aoi also recalled his sister saying that Madeline was terrible in the game, but is she really?

Tang Hao was an honest man making an honest living, but despite all his honesty and kindness, life often looked the other way. Even when he stood up for a man in the streets, he ended up being beaten to a pulp and the man he stood up for? He disappeared. That left Tang Hao with nothing to prove and a hefty medical bill blowing through his savings. However, while he lay unconscious in the hospital, he could feel a warmth coming from the jade pendent he wore as it began to feed him with a trove of priceless information. Now discharged, and still armed with the same naivety and honesty, what will our village peasant do with this newfound power? Will he go on to conquer the hearts of a hundred women? Will he defeat the mightiest crime lords? Only time will tell, but for now, fate has many whimsical plans for Tang Hao.

He was the merciless Soldier King on the battlefield who sent shivers down the enemies' spines; he was the soldier scoundrel in his squad who could make anyone both cry and laugh; he was the Big Brother everyone in the urban underworld aspired to be; he was the male god in the hearts of young girls and beautiful women; he returned with a mission...Uniting the underworld, establishing an economic empire, he vowed to become the supreme overlord of this world...To prevent the world from destruction, to protect world peace, to implement love and truth's evil, the lovely and charming antagonist, he is Xiang Yu, and he speaks for himself...

This is a ‘rebirth’ story where Chen Rong, the heroine, finds her second chance at life after burning herself to death. Set in the Eastern Jin era when bureaucrats and their lofty yet equally hypocritical and oppressive ideas once ruled the empire, Chen Rong is made to use her past life’s experience to survive and hopefully find happiness this time around.

- Description from Novelupdates