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All I know about four is that It's called Duo, and knowing how it ends I would suggest that you do what you did to get three, but instead of giving away more of your soul to your pet or plant you stop. Let yourself get weak enough for concern, but not enough to die. How do you get five?

Is it not a DLC-exclusive ending then? I will try what you suggested, thank you.

For ending 5 you have to keep choosing the marriage option every time you are prompted, I'm pretty sure the final marriage answer "How about a shotgun wedding?" triggers it.

I'm not sure if it is a DLC Exclusive, I heard it from someone else. But I haven't seen any marriage options aside from day one when you make the bet. How do I get them?

ah, I see. So maybe it is indeed DLC-exclusive. I guess I will just wait for youtube walkthroughs haha.

These options will appear sometimes when you choose specific answers (for example when giving an answer about your parents, you choose "meeting the in-laws"). I'm afraid I don't remember the specific instances they appear, you'd have to play through the game again, sorry. But I'm pretty sure only the last answer truly matters.