The Dread of Damned - Chapter 18: Command

After spending half a year in the province, Cheng Yang took a luxurious cruise for seven days.
Accidentally hooked up with a CEO on the way.

Later, Cheng Yang found out that he was pregnant.
Just as Cheng Yang was preparing to secretly give birth to the baby, it was a coincidence that he fell asleep in the big president’s bed.

It’s impossible to run with the ball, his man is handsome and rich.
Must cling tightly and can’t be torn down.

- Description from Novelupdates

Cairn is a prince who is already tired of ruling. Faced with an imminent coronation and an overbearing father, he wants nothing more than to drown his responsibilities in cheap liquor and poor decisions. With the help of his sister, he hatches a plan to escape the clutches of the throne once and for all. It all goes terribly wrong, and Cairn finds his priorities shifting in the face of unimaginable tragedy. The change of heart comes too late, however, and Cairn dies. He reawakens to find himself transported ten years in the past. He immediately begins to plan for the future, only to discover his killer has somehow followed him. To succeed, Cairn must unite the kingdom and discover the motivation of his killer, using as many tries as it takes. ++++++++++++++++++++++++++++++++++++++++++++++++++++++++++I exhausted pretty much every time loop story ever written and decided to write my own. You'll see a few similarities here between this story and some existing stories, at least initially. There's a lot of inspiration drawn from both MoL and Re:Zero, though in terms of pathos and darkness, this story leans more towards the latter. Be warned, it is something of a slow burn. The main character will grow and become powerful, but a theme of this story is that power comes slowly and often at great cost.

“My unrequited love is over.” Compared to my perfect older brother, I, Ha Giyeon, was endlessly lacking. My first love and my last love—every single one of them were my brother’s friends. What I got in return for pouring all my affection into them were cold, violent words of rejection. Then came the thunderbolt: I wasn’t even their real son. My family, whose love I desperately sought, kicked me out of the house. Even though I scraped by doing hard labor, it didn’t feel like living. Then came the sudden car accident. Right before dying, I regretted everything and begged— That if I ever got to live again, I would never give my love to the family who scorned and discriminated against me, nor to the brothers who tormented me under the pretense of affection. I would live a life that was truly my own. And as if it were a lie, in the winter of my 17th year, Ha Giyeon returned. As Ha Giyeon began to change, so too did the family and the brothers who had once trampled him…

A legendary powerhouse of his generation, tired of the bustle of the peak, returned to the ordinary city and started a new life as an ordinary teacher. He wrote the legend in the city.

Magnificent mountains and rivers, the rising powerful ones. Some ancient martial art masters stood at the peak, becoming legendary. Some financial crocodiles rose up in the minuscule places, laughing arrogantly.

However, watching the school beauties was better than fighting and killing; educating was better than fighting for fame.

- Description from Novelupdates