The basic gist is that I need a good enough male character that will post more than one day to play as a loser drop out college student. Right when you are going to get kicked out of the college while trying to get your business degree before two men in suits grab and drag your poor ass into a limousine. Turns out he was the long lost heir of some extremely rich bastard that was his grandfather, as he died out a few weeks back.
He left him quite the tidy sum for his inheritance, a few ten billion or so. Just as long as he goes off on his private plane and makes way to his new private island, that his grandfather was retired on before passing off. There on the pacific tropical resort your grandfather was spending decades carefully breeding and selecting a small army of maid girls for your eventually discovery and arrival. The island boasting its own mansion on the hill and a small resort town, as now you would have to deal with the management of a small town on the beach that is nice and rustic for tourists that want a more rural island tourist scene.
There are no staff at the island since it has been closed since the old man died, as you would have to select and hire new staff and servants, or just use your maid army to run the town. Naturally the entire point of all of this was to teach you the ways of upper management while enjoying the lush island and filling up as many loyal maidgirls as you can with children.
But there is a dark secret, as your grandfather had something sinister cooking in the basement, that the maidgirls are terrified of. Back when the old man was still alive, he would take a girl down in there, to never be seen again...
Naturally other positions can be filled with maidgirls and any tourists or staff for the town once those positions are needed.