MTL - The Infinite Journey of Cruelty - ~ I'm going to change my name

After Reincarnating into Naruto World at the Warring State Era as an Uzumaki, Masahiko thought that he got a useless System. He lived for 48 years as a normal, below average Uzumaki Shinobi.

That changed when he finally knew how the system works the day of his 49th Birthday!

- Description from Novelupdates

I had a supporting role in a modern fantasy.

The loyal dog of a villain with an angel’s name, Cheon Sa-yeon, and an unfortunate supporting character who died on his behalf, Han Yi-gyeol.

In order to escape from Cheon Sa-yeon and survive, he must use the protagonist, Ha Tae-heon.

But Ha Tae-heon, who he thought of as a lifeline, was infinitely indifferent to him. Rather, Cheon Sa-yeon showed interest.

But besides that, something strange happened.

The events that occurred in the original story had advanced, and the gate and monster levels had risen. Even the people were “different” from the original.

The original version I was trying to use was wrong.

Two hundred lifetimes! Two hundred miserable deaths! Leon is a 27-year-old man who experienced a rollercoaster of 200 reincarnations within 180 days. He was so unfortunate that he even died once when he was about to masturbate to hentai! Each death carries the regret of his virginity as he keeps dying without getting a chance to fulfill his only wish…losing his virginity. But his luck finally changes after the 200th death, and he encounters the Goddess of lust, who makes him an offer to be reincarnated with a gift. (Ding! System awakening…) (The super Harem system…) (Ding! The host has seen the secret garden of a heavenly beauty, reward!) (Ding! Mission issued: have sex with the sex mistress!) “All heavenly beauties shall be mine!” Join Leon on his journey to enjoy life to the fullest as a virgin who got his hands on a sex hack, conquering heavenly beauties and even Goddesses! Additional Tags: R-18, HAREM, ACTION, ROMANCE, ADVENTURE, REINCARNATION, SYSTEM, Overpowered Protagonist, ANTIHERO, SMUT

She was reborn in the 1970s, when there were no mobile phones or TVs, people lived in poverty and marriages were arranged by families. He, the wealthy and powerful head of the regiment, who governed the local army, helped her join the army so that her family would no longer be bullied and could live a good life. And Suddenly, he proposed marraiage to her...