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This is porn. Exactly what insights are you expecting? The game is written like a 14 year old cuck's wet dream, not much to discuss there.
The only thing currently going on in regards to Milfy City. Is the developer's string of broken promises. And the butt hurt felt by supporters they feel at being mocked. Paying for nothing and trying to defend it seems silly.
But if you want insight. Here you go.
The MC is a serial rapist.
The MC is a total cuck because he has to blackmail women to sleep with him.
The MC is a cuck\sicco for looking to fuck his mother, sisters and other relatives.
The MC is an idiot who essentially paid millions(he could have made the money) for 2 ugly twins to fuck him just once.
The MC is a total scum to his good dad Bob for no reason.
The MC is clearly irresistible with all of these qualities going for him.
Linda is a total THOT.
Linda is a pedophile who is also grooming her son.
Linda is an incestuous low life.
Linda is garbage for fucking her son in her husband's bed as he slept.
Caroline must be a total defective to be interested in her twerpy little brother.
Caroline repays her brother buy guilting some alley rat into fucking him.
Caroline must be soooo annoying if she is this hot. Yet guys won't stick around just to fuck her.
Sara seems rather normal. Except for wanting to fuck her own brother that is.
Sara has vanished from the home entirely for some reason.
Bob is probably the nicest dad in any of the VNs I have played.
Celia had the nerve to reject the twerpy cuck of an MC. So, of course, she must pay!
Celia got caught pulling a UCLA so she got lewd with the MC.
Celia is a bit dense for doing things on cam that can lead to more blackmail.(Japanese porn logic)
None of the rest of the characters are worth mentioning.
Oh yeah. The MC has a huge magical cock. One look at it or contact with it and women fall in love with him.