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The Handmaid's Tale (TV Show), hands down.
The first season was emotional but I've gotten through it multiple times as I've tried re-watching to get through season 2. I got a little farther the last time I tried, but man, it's so visceral and constantly beating down the protagonist and everyone around her. That's the point and it's great, it's just so depression-inducing when there's just no uplifting points. IT does not let up in beating you down with the horribleness. I just can't keep going when it goes on for so long.
This is exactly the one I was thinking. I tried watching it with my wife, and we both noped out of that one
Watching it makes seeing what's happening in the US all the more terrifying when you realize a significant group of people want the world to be like that and are actively trying to make it so.