Good one!
But seriously - or at least serious enough to recapitulate one theory...
We know about DrPinkCake's warning and we all know what happened in AL. So, yeah, we can expect some big drama - how serious and how heartbreaking, we don't know yet, BUT we can probably predict who is involved.
We're forced in relationship with Josy from the start and forced to spend the time with another girl: Maya. It's obvious that DrPinkCake wanted those two ladies as the main love interests. As we saw by now, his games aren't for those seeking extreme fetishes - it's mostly for us appreciating good stories, romances etc.
So, he deliberately made Josy and Maya as sweet, romantic, lovable "good" girls expecting most of the players will fall for them - because most of the players of his games are beforementioned people.
Why?
Because we'll be forced to choose. Josy is thinking of leaving, Maya is ready to explode. Both girls are deeply troubled and MC is the only ray of light for both.
I don't think Josy is suicidal, although I read some theories about that possibility. Maya? Maybe - but I'm still more inclined she is some kind of yandere with good self-control (for now). Yes - those bleach pics at the start could indicate suicidal tendencies, but could also be used for taking care of the evidence.
Maya doesn't have a roommate - only Derek and MC know that. She doesn't want anyone else to hear about it. Again, some theories propose she's waiting for Josy because they're lovers. But, you know, she KNOWS everything. She'll find you have a date even if you don't tell her (Derek) and I think she would find out even who is your date. She would react if she really knew Josy.
At the start of this thread, maybe first 50 pages or so, there were some jokes she killed her roommate. I wouldn't completely give up on that theory. She likes being alone - the only reason she accepted MC is cause she is starting to develop feelings toward him.
"Don't touch the closet!" - OK, she didn't use those words, but when somebody tells you something like that in the game, it's obvious you'll do the opposite. And no, I don't think the title of the film is a red herring. Yes, the title says "HIS Closet", but we can ignore that - or we can go back to sex change theory.
If we accept that title isn't misleading, what is so important about the closet? The only thing we found out of usual is that jacket. OK, maybe is, in fact, her jacket. Or maybe it was her jacket when she was he. Or that's the only thing she kept from former BF? Maybe trophy after kill? Or maybe it's a red herring.
Maybe the problem is something more obvious. Maybe she has too many dresses clothes and some of those aren't hers but of late roommate?
Her inner monologues don't strike me as sad, suicidal but more threatening, creepy. Maybe both? She doesn't want you to fall for her. I think that's the critical point: if you said "It's too late for that", I think you just awakened yandere... And if she is yandere, I think we are in danger not just from her but from Derek, too. He knows everything about her and he "didn't give up on her". Maybe she was in a mental institution after she killed her boyfriend or maybe she killed her girlfriend after she rejected Derek? She is very protective of her brother.
Of course, all of that is just my rambling and I think we'll know much more about Josy and Maya after 0.3 - I have no doubts they'll have a fair share of the story in every update. Like I said - after all, we'll be forced to choose between those two.