MTL - In Different World with Naruto System - Chapter 178 Fengyan Villa

One night she gets drunk and mistakes the most well-known Mafia boss for a Host* and intends to sleep with him.

Failing in his job hunting, Sanada Kyouichirou was hopeless in this society. When kyouichirou had thrown himself towards the bottom of a cliff. When he woke up his body had returned towards when he was in fifth grade of elementary school. He did not want to have any regrets in this life so he had decided on building up an harem in this second life.

The elder sister that he admired, a senior and president of the student council at a school for rich young girls, a strong minded upper classman at school. The poison fang of Kyouichirou who had pretended to be a innocent child attacks those girls.

This is a prequel to the anime movie To Aru Majutsu no Kinsho Mokuroku – Endymion no Kiseki.

Just before the completion of the Academy City space elevator “Endymion”, the main characters Kamijou Touma and Index encounter a level 0 girl named Arisa. The Magicians are after Arisa, and they attack Academy City. A female leader named Shattoaura leads a unit from Academy City against the attack. Kamijou and Index learn from Stiyl that Arisa is key to a brewing war between the sides of Magic and Science. When science and magic cross paths, the story begins with Endymion as its stage!

Maid, older sister, younger sister, and even mother, all of them.