Redo of Healer made all the right people ree, plot-wise it wasn't great and in a sense it was hentai with the good bits cut off.
Never the less, it was delicious to watch, since they did a fairly good job of getting you to sympathize with the MC.Snobs would probably call it intellectual junk food, I call for seconds, and more purely-Hentai Doujins.
Bible Black - probably the first hentai anyone watches, tbh I have seen better, especially from that generation of H Anime and VNs.
Anything made by or adapted from Sei Shojo's work, although the Starless hentai anime was tame by comparison, Empress produces some very nice artwork...then they have to spoil it by literal shit, piss, amputations and forced bestiality.
Euphoria, for much of the same reasons.
Interspecies Reviewers - made lots of mainstream westerners ree, but tbh neither the art was that good, nor were the fetishes covered all that interesting.
Raising of the Shield hero, infamous for false rape accusations, but a great story non the less.
Cross Ange, because All-female penal/concentration camp battalion and lesbian prison rape.Made all the right morons ree.Also a few fujoshi I know wanted an all-male version.
Mostly anything by Yoshiyuki 'Kill 'Em All' Tomino, nickname self-explanatory.
Overman King Gainer, because Yoshiyuki 'Kill 'Em All' Tomino without the Kill Em all, also, the silly intro.
I mean, you come in expecting OG Gundam and Ideon level of slaughter, and you get this instead:
Fate, because Astolfo best trap and lewd hand holding, I mean, I like my porn/hentai to have actual porn/hentai in it, hellooooo!!!!
RE: Zero, because it gained notoriety for how brutal it was, IIRC, and because Groundhog Day is overused and I was like, yeah, this is meh, after ep. 6.Also, Felix, who probably takes 2nd place after Astolfo!
Boku No Pico...just because Boku No Pico.