The job system is an interesting concept that has a lot of potential. A lot of polishing to do though, as right now it feels a bit too much of a cookie cutter.
Perhaps a system with different ranks that unlock new girls and pays you more money? Maybe even a skill system that increases the pleasure you give. I am not sure if you would be interested on that thought, it might be too much work for what's essentially a hobby.
Either way, thank you for the update.