Do you think that the parents might eventually play a more active role? Like say I skip a lot of classes (oh, what about detention?) they could attempt to get in contact with the pc? I guess since the pc is an adult, they won't play a big role. But really? They sent their kid off to college and are now receiving money for whatever reason, so maybe they could check in a little? Like at the end of the semester or maybe when the pc sends them the money they could arrange a future call? Maybe ask a bit about where the money is coming from, because I know I'm not working at quickieburger.
Speaking of money, maybe things like loans, bank cards, wallets, and whatnot? Where are we even keeping our money when we're out in the middle of the night streaking? If I'm carrying that much money on me, I feel like I'd eventually get mugged. No? Mugging could be a thing (mainly cause I kind of want to mug the rich kid. For lack of anything interesting to do with them.)
Again, I'm asking for a lot. I don't expect any of it to be done, but I can put my thoughts here at least. Great game, either way.