As a side note, here was one of my worst film experiences as an adult, of a film whose critical reviews are not even that bad: Review: Razor's Edge. I still don't understand that experience.
I think the only movies I've seen on Wikipedia's List of films considered the worst are the Friedberg/Seltzer parodies and Batman & Robin (which I didn't mind as a kid).
I might add more thoughts when I get a chance.
A lot of movies on these lists are just a brand of low-brow comedy that critics consider uncivilized. So you could see things like Freddy Got Fingered and That's My Boy and learn about the cultural panic of that moment. There also ends up being stuff like Showgirls and Heaven's Gate that did poorly at the box office but otherwise has no business in this category.
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