Personally I think Honey and Joseph Sugarmen take the cake for this one. I mean the poor lady was manipulated into getting a lobotomy for crying out loud (before you tell me about how times were different back then blah blah blah, I’m well aware,this is just what I think).
Close second would be Sarah Lynn and Bojack for obvious reasons.
Bojack literally said to PC that he wants, and I Quote, A sex Mommy. Their relationship got better towards the end, but at the beginning of the show it was beyond fucked