I have a two...though Sword Art Online, Diabolik Lovers, Dance in the Vampire Bund, and Black Butler were all pretty cringy for me too.
Blood C
I watched this anime back in 2013-ish and my God was this a disappointment...
I wanted to like this one I really did, but the storytelling was freakin' horrible and the
gore was waaaay too much, like to the point it actually made my stomach uneasy and that
really says something because I'm a creator of a dark fantasy comic for those who aren't familiar with dark fantasy it is commonly a blend of both fantasy and horror (or overall darker themes) so of course, my comic has it's fair share of gore.
Mirai Nikki (Future Diary)
I found so many things wrong with this one and sadly I don't feel as though I should list them because it's spoiler reasons, but basically,
JUST ABOUT EVERYONE IN THIS GODDAMN SERIES IS A MORON! If you have seen the series then chances are you know what I am talking about.
And don't get me wrong, I LOVE insane characters but Yuno... all she is just the yandere archetype and to be honest I find this archetype to be rather annoying.