Actually, that was helpful. I really do like your game, and think that you could have one of the porn gems in the making. For the most part, the writing is really solid, and I like the various quest/time lines. The different personalities of the girls, the fact that the MC isn't just a simp, there is humor and sadness. It creates a (somewhat) believable world that feels more than just an empty porn set. Also, THANK GOD that it's not just another generic "you are a college freshman" game.
I'll be honest here. I looked at the map on day 1 in the house, and never opened it again. I probably should have, but I assumed that it was just a slightly less cumbersome fast travel system.
As for the money trouble, might I suggest either letting the wardrobe have you find a wallet with $25-50 in it if you want to keep the RNG system in place, or if you would like to drop that, just let the wardrobe allow you to find a wallet with a credit card in it, and all of the money troubles are over once and for all.