I'm truly surprised I haven't seen anyone mention Friends in Need yet. You can take one of the most wholesome paths in an adult game I've ever seen, but also the dark path is so incredibly dark, I legitimately haven't gotten all the way through it. The post-nut clarity kicks in before the nut even happens. Its that bad. The choices you are capable of making as the MC are very disturbing and I kinda maybe worry for the mind of the dev a little lol. Nicki has been through enough already

(make sure you play with the patch, otherwise most of the content doesn't show)
Deaufosse should probably get some professional help tho... after he finishes Malignant of course, wouldn't want that to go unfinished tho now would we?