Naruto: The Wind Calamity - Chapter 1: Transmigration

One night of spring breeze, stirring the white window screen fluttering in the air.Only a nightstand lamp is on in the room.The light is a soft, dim yellow.......

Living a dual life, Lucas was a meek boy in school and a Wire Knight on the Internet at night. Surprisingly, he's asked out on a date by one of the most beautiful girls in school.

However, the date ends after a bizarre sequence of unfortunate events, he gets isekaid into another world.

Lucas received a rebellious system and some strange pills as rewards which released the dormant evil within him. He has to control the rooting darkness coming from the previous protagonist of that place and learn how to control his power.

The system promises to fulfil one wish if he will win the game he was sent to. This motivates him to help his sister to get better and become healthy again, he must obey the system and win the game to be granted that wish no matter what.

To form a team with another human, an elf and a so-called 'sex machine'. Lucas has to collect all the avatars and learn how to control them, wield the weapons that were given to him and win the tournament of the place by killing the black wizard.

Time is quickly ticking and there's a huge mess for him to reverse. Starting from his date who suddenly was transformed into a dragon!

Before going to college, an ordinary high school student went to celebrate and got drunk. When he woke up, he found himself in a completely different world. There was a big sect, the approaching sect entrance examination, a slum where his body’s previous owner lived, and a shared memory about a missing young girl.

When he got tangled in a fight with a few punks in this different world, he fell off a cliff and miraculously found himself still alive, with two more voices ringing inside his head. They were Sword Master and Saber Master. In the company of them, he continued to find out more about this whole new world. He took the sect entrance examination, entered the sect, met a strange man in black, and even participated in a major competition of the sect to have a chance to win over his peers!
In this whole new world, he was born again and got to explore the fantastic martial world!

- Description from Novelupdates

Luo Qiu became the boss of a ‘club’ by chance.

It was a weird club that sold strange items and with a servant girl that had 300 years of working experience. Countless people with dreams, hopes and ambitions came to the club to exchange anything precious they own for what they want. They would offer their lifespan, items, and even their soul. Every successful trade would increase Luo Qiu’s lifespan by a little.

“Tribute successful, your lifespan has increased by 99 years.”

As thus, Luo Qiu began his endless life as the club’s boss.