if I may make a silly suggestion, the time of day could play a bigger role in the game, working late nights could get some extra OT payments, and certain clients on certain venues would only be available at certain times, etc, etc,
also you could make a little more clear about the 3 optional characters, the affair was clearly labeled "I'm married now so I can't" but when the confused pizza boy appeared and I send him away, I had no idea I needed to pay for someone else's pizza in order to unlock his relationship, so I just sent him away by saying "sorry, we didn't ordered anything" so probably missed a lot of content
(side note why is the affair marked as such when the both characters are openly resorting to prostitution to pay the debt? I get the idea, but it's a bit counter-intuitive when the homewrecker sister is not labelled as an affair as well)