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A few start coming to mind. First was Boys Don't Cry, the rape scene is well done and the film itself draws you in so when it occurs, if you're like me and allow yourself to be sucked in, it upsets you.
When I was a kid I'd watch Saturday Night Nightmares, and also rent films my mother did not realize the quality of. So I'm now remembering being grossed out and horrified, as a kid, by Galaxy of Terror. I haven't seen it in a long time so now it might not affect me as much.
Also from when I was a kid was some movie, I can't remember the name though. It was akin to faces of death, except it had real live canablism, a woman's nipple being cut off and then eat, how zebras were hunted with long ropes between off road jeeps, other things i can not remember. Might've been called Inhumanities?
Big Bertha's 'real' face in Pee Wee's Big Adventure scared the fuck out of me as a kid.
As an adult most films that have shock gore and brutal rape/murder/etc. usually don't affect me because there's no association with the story/characters, its just like looking at an anatomy book, a live surgery, or real pictures of real mutilation. Its gross or morally wrong or what have you, but movies that generally go for shock do not achieve what they set out to do unless their audience is fairly sheltered. Shock to me is more about affecting your emotions, not your level of 'eww that's too gross to look at.' A comparison for me would be Inland Empire. Its not a horror movie or shocking, but it does test your brain's ability to take it all in. Its an exhausting film, regardless of what you think of something like, for example, the family bunny scenes. If you just let yourself sit through it you're likely to feel mentally drained. So it doesn't upset you necessarily, but it does affect you more deeply than "Oooo, look at me, i'm chopping up clits for breakfast!" I think, in general, what's more shocking--in that it upsets me--is that most of these shock films rarely involve the rape and sexual mutilation of men. Its primarily women. Sure men may have their arms chopped off, brains eaten, etc., but for the women character its usually sexual.
Oh and that reminds me, the scene in Hannibal in which Lecter takes a piece of his victims brain, the top of the skull removed, fries it and then serves it to the same victim. That was fucked up, more so because I associated myself a bit with the victim previously in the film.
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