Online chastity and self locking discussion

Emlalock works well, yet it lacks a solid method for adding time when you make mistakes. For instance, if you fail to verify or believe punishment is warranted (meaning you have to initiate it yourself). I’ve been considering a system that would essentially visit your session and place you in pillory for x duration, provided certain conditions within the program aren’t met. Alternatively, the program could evaluate outcomes from another process and act accordingly based on those results. I’m still unsure; there are many possible approaches. However, my knowledge of programming is limited, so I don’t even know where to begin. Therefore, I am curious if anyone has experience with this kind of coding: how difficult would it be, and what skills should I acquire?