Luck Be a Landlord
This was such a wacky, random find. I don't know what made me install it and run it, since I don't like slot machines or old-style pixellated graphics at all. The basic idea is: you rented a new apartment and it's pretty much empty except for a mysterious slot machine. You get a notice from your landlord that you need some amount of coins in just 5 spins. So you start spinning the reels to try and get enough money. When you do come up with the money, the landlord raises your rent, and sometimes a mysterious group ("the local aid network") emails you trying to help you out. These messages include obscure notes about the game itself, and also red herrings like "you can pet the dog." Which does nothing, as far as I could tell. Another message said "these three things refer to previous games the developer has created," but I could not recognize any of those tiny icons. In between spins, you get a chance to add new symbols to the reels, and ...