Black Swan. Most -if not all - of the sex scenes are quite squicky or disturbing in hindsight, but also extremely relevant as additional windows into the protagonist's psyche.
Well, of course, I suppose some are too turned on by the idea ofto mind the implications. Squicky fanservice is always straight fanservice for someone else.Spoilerthe two main actresses making out
EDIT: oh, yeah, another Katawa Shoujo (though this may be an even more subjective example that the others):
SpoilerYou have the possibility, in Shizune's route, to cheat on her with Misha. Who is not actually attracted to you, but to her best friend, which causes her great anguish. She only asks to have sex with you because she's in a very dark state of mind. And you're aware of that when the option presents itself.
IMHO, it's even less sexy than Hanako's scene. It's just depressing and messed up should you accept.