Riley spend 350 dollars to go to the private party with madison and gain 300.-50 profit
Yup. Dev's math is always off. But then, the whole scene makes little sense.
Madison has this "big job" and it's only two guys waiting for her to spank someone. That's the whole thing (the sex was extra and not planned).
And the original payment was what? 200-250 each? Since 300 is with some extra money in it. There's no way someone like Madison would agree for such a low income night. Any night of stripping would get her a lot more. Sex with two guys? For someone like Madison it should be from $1000 and up.
Even by game logic, it makes little sense: I mean Riley can now make $100+ per light pole dancing in the bar just from tips.
This is a problem with writers but it applies to all mediums, you should write what you know. If you don't know something, you can research it, although it's not the same.
But the renders amazing and the scenes are usually good enough to ignore things like this. Once you accept that a game like this doesn't need logic and you just enjoy.