I went into Milfy City more or less blind and I knew little about the production history of this game, so I will merely talk about the game itself, not its infamous reputation or that of its dev.
Since I hate grinding I played this with a mod / walkthrough, I have zero patience for sandbox games or grinding money etc.
Milfy City, while famously unfinished, still offers some good amount of content. Much is of course very incomplete, but the routes for the mother, the older and younger sister and the teacher provide a reasonable amount of content. Just don't expect any proper resolution.
The route for the older sister Caroline is the most complete, she is, in my opinion, also the best love interest here, the mother comes second and I had very little interest in the younger sister Sara. The mother is your archetypical big breasted "milf", Caroline is a very curvy version of Lara Croft and Sara is the cute, petite and inexperienced virgin who looks a lot younger than 18, maybe 15? At least none of the family members are bitchy or have an attitude (for the most part).
Then there are several side characters and the MC's teacher Celia who is another main "love interest". I apply that term very loosely here, since the story revolving around Celia is your typical blackmail, molesting, sub/dom, revenge plot that is just all around terrible and nothing I really like. On her route the MC is a complete creep and asshole. And Celia is no better here.
However, all routes in Milfy City are entirely optional, you can focus on just one character or several.
And that is both a strength and weakness here... on the plus side you can freely pick and choose and ignore whomever you don't like. There is also zero drama here, since everyone is completely oblivious about what the MC is doing with other characters.
On the negative side all the various routes exist in isolation, which is less than ideal in your typical family setting. Here the MC can freely engage with his mother and both sisters without any of them knowing about the others. So there is no conflict or confrontation. There are almost zero interactions between the female family members.
If you expect a good story from a game Milfy City isn't what you want. This game has no real story, it's all about grinding through events to progress on the various character routes. Sure, there is some story on the various paths, but it's nothing really worth talking about. You play this game to progress the relationships and unlock scenes, nothing else.
Character models are mostly fine, the MC however looks quite young and I don't know why so many devs make the MC shorter than the mother or older sister. And yes, it's fantasy, but it's never believable that all these older women would lust after such a dorky looking teenager.
There are several things I really don't like.
There are forced kinks in this game, not often, but the Sara route is all about the patented virgin who doesn't want to have actual sex, because she feels not ready for that quite yet (until she eventually is, of course), so she wants anal sex instead, like any good virgin usually does.
And there is nothing you can do to avoid a ridiculous scene on the garage roof at night where the MC and Sara have anal sex. Any young girl dreams of a first time like this.
Other characters like Caroline have options for that, she will eventually tell the MC that she would be fine with anal sex, but you always get a choice and can easily avoid that.
Generally speaking Milfy City follows the overused progression route for intimacy. You know the drill... handjob... blowjob... grinding and rubbing... rinse and repeat several times yadda yadda... and then close to end of the implemented arcs there is actual sex for a few times.
So is Milfy City worth playing even though it's a semi grindy sandbox (just use the mod!) with unfinished arcs and no hope of ever getting a conclusion?
If you are into sandbox style games with pretty characters that are only about unlocking events with various love interests, then sure, Milfy City is ok. The animations are certainly good, there are also proper kissing animations, quite a few of them even, something you still don't get too often.
But forced kinks and a rather nasty (it's probably supposed to be funny) blackmail/molestation/abuse plot involving the teacher Celia may diminish your enjoyment.
And of course it's one of those games with sleep molestation. But you can mostly avoid that.
All in all Milfy City could have certainly be a good game if it had ever been completed and if certain things were not forced upon the player (unless you ignore certain routes completely). As things are it is just another game that overuses tropes seen a billion times elsewhere. Nothing remarkable or particularly memorable.
But you can have shallow fun here if you are ok with sandboxes and some free roam.
And at least the Caroline route offers a hint of closure, you even get the option for a harem or solo pregnancy path at the end of her arc... but that was never implemented. Caroline's romance scenes later in her arc are also pretty good and actually very wholesome. The scenes with the mother are also quite good, but here it's much more about lust and passion, with Caroline it seems to be more about actual love. To a certain degree with Sara as well, but she just looks too young and immature and also acts quite childish in a few scenes. Caroline is the best choice in my opinion, from an age and character perspective.
There are also unfinished side characters like twin sisters, lesbian neighbors etc. you can freely ignore that or see what content is available.
All in all Milfy City is still worth a spin, if you accept what it is. A game without a proper story that is all about grinding and unlocking scenes with more or less pretty looking characters. I cannot tell you how many photo sessons with Caroline I had to go through to progress her route. It becomes a bit tedious. And I wonder how this game would be without the walkthrough / cheat mod (you can give yourself all the money you need). Don't play this without the mod! In my opinion it's essential.
Milfy City in many ways is the perfect example of your standard VN. Unfinished and abandoned. Filled with overused tropes. Forcing kinks on players. With an MC whose behavior changes from dorky but sweet to downright nasty and creepy. This game feels like one big deja vu if you have played various other titles (which may or may not have copied ideas and elements from Milfy City).