Ok, I'ma try and keep this as brief long as possible.
This is the second horror game that I've played from you, and while it falls short in some aspects, it more than makes up for it with the story that is told via symbolism and the game's atmosphere and map design. So, first things first, what does this game fall short on? For me, it's just how long it took to complete the game due to map design. (Ironic, huh? Given how I just said that the map design was one of the game's good things, too. Don't worry. I'll explain.) While for the most part, it is my fault it took me so long to beat it, the city is quite literally a maze in some sense. However, I'd like to think it is designed in such a way for a reason, although I fail to understand why.
Now, while the map design is not desirable for those who want a quick 10-minute horror experience, (Unless some random Joe wings it and makes it to the end on his initial path of travel. Couldn't be me. I was running around like a chicken with his head cut off.) it is absolutely elevated when you see what the stairway, the one that initially appears to be The Stairway to Heaven, really leads to. It was just a cool sight to see and felt absolutely surreal. Definitely added to the unsettling atmosphere in its own unique way.
Now, I want to talk about the riddle and the conclusion that I came to/tried to come to. Spoiler alert, I most likely need another explanation for this game, haha.
'Two tender lines, carefully drawn.
Two for life.
Two for death.'
Of course, this is something that cannot be solved if you fail to make it to the end, so unless you want to watch me run around for a good amount of time, dodging homeboy who is trying to ask me how my days been, then I suggest you watch my YouTube video. (I'm not gonna post it here, I don't want to self-promote myself TO THAT EXTENT until I post content that I believe to be my best. I bolded the words above because, technically, I'm still self-promoting, just not to that extent, haha.) Anyway, I found the line: 'Two for life.' to be the most obvious if you actually 'LOOK FOR PINK.' Pregnancy = Life. Pretty self-explanatory, but still told in a symbolic way which is what I like about these games of yours, Matt. However, 'Two for death.' is giving me some trouble. Now, I'm gonna try and put out a few ideas on what I think it means, and you can tell me how close to the bullseye I got.
Obviously, I believe that the flipped city in the sky is there for a very good reason. While I don't know the reason, I can say that the apartment room that houses your own dead body is one line. And you wondering the city aimlessly is another. The body in the tub is quite simply death in its literal physical form, and you wondering the city aimlessly, lost, and empty is death in its metaphorical sense. (To be honest, I don't 100% understand how to utilize the word 'metaphorical', so if I used it incorrectly, that's why. So, chill. I'm an idiot who can actually think... Yeah.) This theory is a bit dodgy, but I wanted to put it out there.
Second, the two cities themselves. I can't really think of a reasonable theory, but I also can't help but think about how they may tie into the line of the riddle considerably.
Third, the "psycho" that follows you. At the very end of the game, he seemingly kills you twice, as you are obviously already dead at the very start proven by your dead body in the tub. He is a walking symbol of death that haunts and unrelentingly chases you as punishment for what you did. (Hinted by the lines, 'YOU KNOW THAT YOU DESERVE THIS.') You may have tried to run from your mistakes and find an escape through what you thought to be a quick death, but even DEATH won't let you go. Again, a bit of a stretch with this one, too, but whatever.
And that's all I've got. I recorded my gameplay of this, so if you want to see it, do what you will. Like I typed up earlier, I will self-promote to a certain extent, but not so much that I put the video up here. I don't believe my videos are at my best yet. Anyway, another great game, Matt! And like 'He Keeps Me Here', it is a game that doesn't seem too special until you grasp its purpose through the story that is told in a unique and creative fashion. I love it! Big-ups!