Inside the Cave of Obscenity - Vol 6 Chapter 6: Hero of Another World (Loss of Virginity, Urethral Rape)

After getting shot, Lucas, a serial killer, reincarnated into the novel world as a tragic villain with the same name, Lucas Ciffer.

Lucas Ciffer was supposed to be the Holy Kingdom's successor to the throne, but his demonic appearance and the powers he possessed terrified the entire kingdom. A white-haired boy with red eyes and pale skin, together with his dark powers, got persecuted and exiled by his own family. Not to mention that in the future he was destined to die by the hand of the hero.

Lucas fell from holiness, and, with the serial killer's bloodlust and knowledge of the future, he decided to prove the world right.

Yes. I could be a villain; no, in fact, I WILL BE THE VILLAIN.

Hiding in the Cold Palace and eventually becoming a Boss of Sorts. Li Mu was transported to a fantastical world and became a measly eunuch of the State of Xia. Despite having initially thought that his life would be a miserable one, he had unexpectedly acquired a check-in system.

Traversing worlds with the Immortal Sword slaying demons, it was not until a monkey who claimed to be the Monkey King appeared before Lu Yu that he realized he had come to the world of Journey to the West. Striving for supremacy along the Human Path, the secrets of Journey to the West unrevealed, cutting off heaven and earth, the Three Realms were isolated.

Bai Aoxue, the best mercenary in the 21st century, is accidentally sent back to the Chengxi Dynasty in Great Continent due to an explosion in her mission, and trapped in the first daughter of Prime Minister. After her rebirth, she is set up by her father to marry the 5th prince Jun Yeyan who wears a mask all day long.
In the face of bloodthirsty enemies, discord between brothers, collusion among courtiers and invasion of enemy state, can Bai and Jun resolve the crises? What will happen to their political marriage? How will the fierce battle for the throne end?
With many twists and turns, the book brings you to experience palace revolution, love and hatred thousands of years ago.

- Description from Novelupdates