MTL - Pirates: Play As Yujiro Fanma and Carry Shirahoshi Away - Chapter 50

As a walk-on, he had been the mistress of his sugar daddy for three year. However, they only had met each other for a few times.
As a boss, his sugar daddy had tons of lovers.
The walk-on: The cake shop is the only thing I love in this world. Lovers? Never want one.
The boss: No problem. Nobody wants that.
Then, they fell in love with each other…
Shameless playboy x heartless rogue
1v1, this is not a decent love novel.

- Description from Novelupdates

Intelligence without ambition is like a bird without wings.

Haruto Hayase was a normal high school boy in his third year, living a quiet life until his younger sister, Haruka Hayase, joined the same school. Haruka’s beauty and charm made her the center of attention, quickly becoming the school’s prima donna. But when a notorious gang leader set his sights on her, he did everything in his power to protect her—only to fail tragically. Haruka was brutally assaulted and tortured, and Haruto himself suffered an agonizing death. However, in a twist of fate, Haruto is given a second chance, waking up a year before the events that shattered his life. Armed with the mysterious ‘Debauchery System Slave’, he vows to exact revenge on those responsible. This time, he will use his newfound powers of the system and charm to seduce the loved ones of his enemies. From their mothers, sisters, and lovers to their closest friends, Haruto will make them his. His enemies will suffer as he steals what they hold dearest, ensuring their downfall in the most devastating way possible.

A master assassin transmigrates into an interstellar era.

Other players were responsible for competing in the e-sports arena, while he was responsible for stringing up and beating up the other players.

His sword was hidden during the peak of day, and he was a gentleman who arrived in a flash of light;
As a vanguard of the eternal night, he was the variable between life and death in the world.

“As you know, the Star League’s difficulty levels are arranged in this way:
Paradise < Simple < Normal < Difficult < Nightmare < Hell < [Tyron Odin]”

- Description from Novelupdates