I thought of a couple more:
Happiness - A pedophile masturbates to a Tiger Beat magazine in his car in the parking lot of a 7-11 as a mother walks by with her child.
Another one from Happiness - The whole sequence where the pedophile drugs his son's friend at a sleepover, then... has his way with him (at least that's offscreen).
Hard to believe that movie was actually a comedy, eh?
Your Friends and Neighbors: A man tells his crying wife that he'd rather masturbate than have sex with her, because he wants to do it with someone he loves. It sounds funny, but the scene's actually pretty discomforting.
In the Company of Men - The whole movie was pretty disturbing. Two men, having just gotten dumped by their girlfriends, devise a plan to get back at females by simultaneously dating a deaf woman, then dumping her and belittling her. The scene when one guy dumps her is really, really hard to watch because he's literally laughing as he tells her what a stupid whore she is.