My Milf System - Chapter 106. Making love to Rose.

[No fixed CP + wear books + brain hole cool text + women disguised as men + group pet]

Gu Lan crossed over and became the cannon fodder of the original book disguised as a man, counterattacked the protagonist of the original book who slapped her face, and lived in a dormitory full of sickly beauties.

Until one day, she discovered that her roommates were villains from other horror novels. After discovering the secret, Gu Lan thought she would be killed, but her roommates all looked at her strangely… Contrasted with cute Zhengtai, sickly and beautiful boy, split personality school girl, cold and stern school bully, romantic and noble son who plays Shura every day field.

- Description from novelbuddy

Oosuki Masato is an ordinary high school boy who is magically transported to an alternative world, but for some reason his doting, over-protective mother comes along as well.

He is an undead who is devoid of all humanity, he is the one and only supreme overlord, he is a man who has severe mysophobia.

Derek McCoy was a man that since his youth had to face many adversities. Often forced to settle with surviving rather than living, had finally found his place in the world, until everything was taken from him one last time. After losing his life to avenge his brother, he reincarnates until he finds a world worth living for, a world filled with magic and monsters. Follow him along his journey, from grieving brother to alien soldier. From infant to Supreme Magus.

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Tags: Transmigration, Male MC, Western Fantasy
Schedule: 1 chapter per day
Chapter Lenght: 1700 - 2000 words but usually are even longer
Warning: The MC is not an hero nor an anti-hero. He is a broken, cynic and misanthropic person looking only for his own gain. If you are looking for a forgiving, nice, MC that goes around saving people in distress, this is not your cup of tea.
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I don't own the cover but wasn't able to find the author.