I was originally just going to make this post about TV shows that are hard to watch now, but decided to include all media. What I mean by hard to watch is it's either super dated due to what has occured in the world, seeing what used to be is painful ("the world you grew up in is lost" meme), or seeing old media one can now see the progression of leftism and what was slightly obnoxious then is now understood to be the beginning of something much worse.
An example of the latter is Burn Notice. I love that show, but the serious daddy issues and pointless drama is a little hard to stomach nowadays, and I can't stand Fiona's proto girl boss crap. She even has the botoxed/ heavy makeup face of modern thots. Or Dukes of Hazard had an episode which featured the blue pill storyline of love. Two lady drivers come into town and show up the Duke boys in every way. Then their evil exes show up and the Duke boys have to save the fair maidens, despite them being better than them in every way. Only once the boys beat the exes do the ladies show their love towards them... An entire episode geared towards white knighting/ simping, with the women both being super independent are more awesome than the men and super damsels in distress in need of protection from bad men they used to date.
I can't watch anything based around WW2 anymore, even documentaries. The tragedy of it all is too painful for me. When I was a kid I had some lingering pride about the Allies and 'winning' that war based on cultural osmosis. Looking around at the world today, however, and then looking back at footage of that conflict, all I can see is Europeans tearing each other apart for no good reason. We can see where 'victory' led us. There's nothing to be proud of.