Out of sheer morbid curiosity, as an autist and a writer, things like this fascinate me. I like to know what not to do and how to avoid it where possible. That doesn't mean it's never happened to me, though, there's been a few times.
Now, I'm not talking about like gay characters in a show and you're not into that thing. I'm mean the media equivalent of receiving a great blowjob and then suddenly you get a finger in your ass that wasn't part of the original offer.
Mine is the show, The Magicians. I knew it would be lefty-leaning because that's just how the books were and the cast was diverse in hollywood's favorite way. That said, I was in for some trash and the fastforward button was for the parts I didn't like. 3 seasons in, I like the dumb plots and the sudden twists, then, the show decided to pull some stupid fucking meta and lecture the audience: Rasheed starts to lecture us that you're a racist, sexist, bigot if you don't watch/read something because the main character isn't white and male. After that, I completely skip a couple episodes, because fuck that bullshit. I calmed down and the first episode I watch, they killed the main fucking character, a white male. Series goes on, I do not. The whole fucking scene was the producers trying to guilt the audience into not rage-quitting the show by calling us bigots. After that, I decided I was never watching another syfyllis network show again, or one with a racially diverse cast, especially no Rasheeds.
I'm not sure there was a specific moment. I just lost interest in most modern media, TV/movies in particular. I mean plenty of shows jump the shark, including well the show that phrase came from, but it's not that I'm talking about. I ended up mostly quitting TV from boredom and not really coming back. I think the last series I watched new when it was released was Mandalorian season 2, and I can't think of anything newer I've watched. Maybe an anime, I went through a 6 month spell of that but most of it was older. I've watched a lot of older movies and sitcoms when I do watch TV, and a lot of it is older than I am.
My speculation is really more the Disney-fication of things killed off me watching things before they added the extra doses of woke. Meaning the MCU type stuff, production and eye candy over anything actually being interesting.