My Oblivious Milf is unique, I have to give it that. This is a game that fully commits to the most ass backwards "porn logic" conceivable. Nothing makes sense, and that's clearly the intent.
I have to respect this game because it explores a niche fetish in a complete and multi faceted way. That fetish being sex with someone who doesn't realize they're having sex, or doesn't see the sex for what it is.
This is done by having four different stats to describe different types of encounters: Clumsy, Distracted, Gullible, and Sleepyhead. Clumsy covering accidental sexual encounters ("Whoops! I slipped, took my pants off, and fell ass first on your cock! silly me."). Distracted covering encounters where she doesn't notice the sexual encounter is happening (even full intercourse). and Gullible being convincing her that what is happening to her isn't sex at all, but some medical check or something. Sleepyhead is self explanatory.
I actually think this fetish is a lot of fun and I appreciate how thoroughly it's explored here. This game is dumb but it knows it and doesn't have any pretense of caring. There isn't really anything else like it on the site and for that I think it has value, even if it isn't for everybody.
I have a couple flaws however, first and foremost, this writing isn't the sort of thing that can carry a game by itself, especially with such goofy premises. Frequent images for every scene are always appreciated, and while some have them, some also don't. Additionally, some stats are far more easily leveled than others. I got skinship maxxed out before even getting sleepyhead or gullible to level 1.
Progress isn't as obtuse as some other games, but it isn't clear either. There are a lot of scene variations jam packed into each time slot and it can be difficult to figure out what you've already done before. I'd appreciate it if new text blocks (even ones with minor variations like if her clothes are soaked in cum) had a different shade so the player can immediately tell what's safe to skip through. As well as a scene collection guide for hunting more obscure scenes that are easily forgotten (like the golden shower workout for example). I'd also appreciate a color scheme for options to easily gauge what you've done before (green for new content, yellow for new content but you don't have required stats/items, red for no more new content this version). Also remove randomization of scenes and let they player choose, its just annoying.
My last big complaint is regarding the implementation of the sissyfication of the father character, honestly a bold choice and not something I've seen in any other game, but for some reason a cis model was chosen to represent the father. This makes no sense to me as if you are into sissification in the first place, then you probably don't mind a little girl dick and there are a wealth of trans pornstars to choose from. As it stands they'll never be able to show the fathers nude frontside because the model they chose for him doesn't have the equipment. This is the main thing detracting from the game right now imo because I was really excited for his content and it kinda took the wind out of my sails.