After Awakening, I Conquered The Whole World - Chapter 1121

Some say reincarnation is a blessing, but for me, it's a dreadful curse. Cursed with endless reincarnation, I've been reborn as a villain 137 times. And all 137 times, I've been toyed with and killed by heroes who are far more cruel than the said villains... If I can't win no matter what I do, then I'll crush those so-called heroes at their very roots. - Quality Fan Translations, Made by Fans for the Fans - Villain Takes Over The Academy

In the novels, all kinds supporting male leads are not only handsome but also talented. However, the existence of the female lead’s halo makes them lose their lives and properties!

In order to change this situation, male supporting role rescue plan officially starts.Gu Jinmi was inadvertently selected by the system. However, for her own happy future, she will work hard.

(There’s another novel with the same name but different author. The story is different too.)

- Description from Novelupdates

Su Ran, a music prodigy, woke up transmigrated into a book.

At that point in time, the main story arc in the book had already been completed. As a villainess female supporting character, not only did she need to take over the original owner’s pitiful life in poverty, she also gained an instant son right at his rebellious period.

Ten or so more years from then, the son would turn into a twisted, evil villain. He would appear in one of the extra chapters to pick on the male and female lead’s children.

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Su Ran: Son, you shouldn’t be too outstanding.
Su Han: Why not?
Su Ran: ’cause you will be killed.

Su Ran: Son, would you like to learn music from me and become a zen, little fairy boy who only needs to drink dew.
Su Han: No, I want to go into business so I can support you.

- Description from Novelupdates

Cifer was offered as a sacrifice to the devil by his own family. Instead of dying, was given a chance to live in another world. The One True God has given him a mission. Stop the higher being calling themselves gods from snatching soul from the life stream and restore balance.An adventure will begin from a devil's sacrifice to be one of the most powerful beings seen.With a body of a titan and souls of devils, grasp power and devour everything for happiness and freedom.