Elydes - Chapter 255: Black Sails

Mortimer Zhu is an extremely unfortunate high school student who accidentally enrolls into an academy of a dubious nature, where it is the norm to jump in front of moving trains, get dismembered during orientation, and crushed by vindictive bouncing classrooms. Can he stay alive or will he die from the rigors of school? Why have evil spirits suddenly acquired a taste for his flesh?

- Description from Novelupdates

Our straight (?) bottom woke up ten years into the future and found himself on the bed of his childhood friend… At the start, the bottom was shocked to his very bones, but he soon quickly accepted this premise and found the whole situation to be rather amusing. Precisely then, the bottom once again went back to his timeline — back to when he and the top were just platonic childhood friends.

Landmines include but are not limited to: Sweet & naive bottom, a president story, logic is dead, slow-progressing romance, the protagonist’s name has too many character strokes, the names are hard to pronounce, too many gay characters…

Han Sheng Li is the Crown Prince of the Great Han kingdom. Since the age of fourteen, he mostly went to the wars with his father, Han Wenji, the great emperor of the Han Kingdom. He's the most favored child of his father but, is the cruelest and ruthless among all of his seven half brothers.

Baek Ain is your typical lazy guy.

He graduated from university at age 22 with a random degree he chose out of boredom and stayed single because fate decided so until that event happened.

“What? Where Am I??”

After a horrible incident, Ain transmigrated to another world. Or precisely to be a villainous and mobs character.

He died countless times because of the world's protagonists, gathering hatred toward them.

“What the fuck! What do you mean I stole your wife? I've been single since coming into this world!!”

“Hero, please save this world.” A goddess is begging me to save her world from the Demon Lord.

“Wait... Begone thot! That Demon King is my younger sister from 69th Transmigration.”

“How dare you!”

A beautiful heroine is hugging me from behind, wishing to accept her feelings.

“Shoo, Heroine! I don't need useless baggage with me. Side characters are better than you!”

And so, Ain's journey began to end this shitty transmigration cycle.