Given the MC's temperament, if she asked to f**k his a*s with a dildo, he would probably say yes within 50 chapters.

Starts at meeting (with low or little expectation except the Angel girl) > Getting warmed up by our MC saying good things or actions > then here comes the History fragment > Heroine will know their full connection to MC at this rate > Falls in love > Shuraba from old heroines > Rinse and repeat

MC reincarnates into a galge as a minor villain and brother of Heroine. He gets his memory back when he sees the heroine for the first time and gets on the job right away to break his death flags. He has a system which gives him points for getting affection from other people and has a shop which he can spend those points in. Points are also spent in the earlier part of the story to upgrade his "potential" from tr*sh to MC level and everytime he has to breakthrough the cultivation ranks he has to use points for "safety" reasons.

Main plot is that there are 2 god level entities who are squabbling for control of the planet with their proxies since they themselves are in hibernation. MC is trying to prevent their followers from awakening the gods and pull out his death flags at the same time. He also is able to hook up with the heroines while doing this since Author wants it.

He doesn't really pay attention to the events of the actual game too much beyond the major ones so this is a little different from the other stories where the MC has foresight and plays the plot to their advantage/tries to keep plot consistency. None of that here.

The story ends with him getting married to his harem off screen (we only get the prep until the wedding begins in an epilogue chapter)

Alicia: The sister that starts the story off. She is a main member of one the gods factions. So we have some drama there. Add even more drama due to her being the MCs "sister". She is the first heroine we as readers are introduced to but joins the harem officially last. Most of the story she keeps trying to get past the "sister" barrier. Their interactions in the earlier part of the story when they were still behaving as proper siblings was very cute. Once she is aware of her feelings things shift gears and whenever we see her on screen she while still cute looses the fluffy vibe you get at the start.

Nora: Princess of the country that MC and his family belong to. She falls for the MC since he is the only one who understands her "secret" personality. One of the few instances of the MC using his game knowledge towards his benefit. Again her interactions with him before she falls for him were very unique since she is a sad*st and likes to treat MC as her pet. No hardcore stuff just the way the dialog is. She will not disrespect him or look down on him, it is just her asserting her ownership on him most of the time. She is also MCs childhood friend.

Charlotte: Daughter of the head of a merchant group that "rules" a neighboring country. MC unknowingly saves her father using one of the system items since he was looking to make some cash by selling his unique items that he got from the system. That gets her interested in him and she becomes his sponsor financially once she falls for him. She was MCs fiance as discussed by elders in the family but due to MCs villanous reputation before the awakening of his memories she initially has a bad impression of him and comes to break off the engagement by buying the MC off after learning that he is in need of money. MC also agrees since he really does need the money but she falls for him before they can go through with the contract so she just supports him anyway. She is my personal favorite due to how cute she acts with the MC.

Lilian: Princess of another country neighboring the MC's country. She is MC's senior at school and gets interested in the MC after observing his upgraded talent. She is also the older sister of the original Protagonist of the game that the world is based on. She is bloodline kin with the MC which is to say she is another "sister" character that just doesn't have the same parents as the MC. She starts as cold and calculating and tries to push the MC down since he is a noble of the country that her home country is hostile to. MC also takes in the game's original MC into his faction that she doesn't like as she doesn't like a royal of her country working under a noble from a hostile country. She r*pes the MC and gets pregnant with his child after falling for him since she knows that their countries are in a hostile relationship and it is not possible for them to get married. After MC finds out about it he convinces her to become lovers and she works towards the goal of making sure that she can marry the MC in the future.

Wilhelmina: She is also a princess from a foreign country. She has been instructed from birth to be a retainer of the MC and act as his bodyguard to the extent of giving her life if needed. She isn't alone in this and has a whole crew of friends who help her with this same goal. She falls for the MC after the MC tells her that her life is just as important as his own and puts his life on the line multiple times to save hers.