For a taste of what's to come, I do like how it starts. Makes me wonder how things will play out if Jake is somehow, the top 1% guy who manages to successfully re-populate his area. Or if he's just going to let this blow over and continue with his life outside of the system encouraging what could be considered degeneracy. The kind of thing that lets us know how Jake would handle things based on our choices. I do like the idea of Jake having choices with who to try it with and who not to whether it's a matter of preference, chance, or needing money right that second. I do hope you work out a good branching system based on the choices that let us know what kind of guy Jake is and how the choices made better inform how he responds. Like how his first encounter almost ended in failure and that maybe there's another chance at Diana if he works on himself to better perform. Even if she herself is very hot headed, maybe he can work his way into her heart and things get serious. Or perhaps Jake is just an opportunist who sees money or fun in the whole program. No idea how things will play out but I do think it's a good premise.
You are welcome. I had an accident yesterday. Nothing serious but I am feeling a little better today. I hope it helps with where you want to take the project. With a premise like that it's not easy to balance what kind of choices the player makes or if the player is successful on each attempt. Best of luck to you.