Parodies are enjoyable to me only if I can tell they're made in light-hearted fun, and not in a "LOL who cares about this cringe shit anyway?" type of way. Forgive me for how "thing, Japan" the rest of this post is gonna sound like, but I think that's why I tend to look at western "parody" sims with distrust because most of the time, it feels like they're made to shit on the genre instead of appreciating it for what it is and poking fun at some tropes here and there.
For example, I'm never gonna touch Date Everything within a 50-foot radius because from the vibes I got, it gave off the "warning signs" that it would only piss me off.
I might be a bit of a downer here, but considering we still live in an era where you have people making jokes about visual novels as a medium to begin with (thinking about the "VN gameplay" jokes especially), I don't have much faith that western devs especially can create parody games that don't feel malicious in some way. The only one that didn't seem malicious I can think of off the top of my head was Dream Daddy and I wonder if it's really because it's more sincere or simply because I got baited by the dads and feel too soft over it because of that since it's been a looooong time I played that one.
On a completely unrelated note, I definitely need to play Gakuen Handsome.