Training Book v2 and Training App Idea

Now I am making finishing touches to the program content and making updates and improvements to the Sissy Training Book, adding a sheet for the current sissy rules to make it easier to keep track on and study. Elaborated on the orgasm diet conditioning that will start off the program's first module (30 days). 

Also talking to a sissy that offered to do some programming, maybe the application for training will be possible sooner than I thought?

What I want is an application that can at first show a series of texts, further improvement would be images and video. That is shown depends on the subjects current path in their training, and the current time.

For example a user might experience it like this: 

Morning, 07:59, opens app. Text shows "Waiting for Morning check-in - 08:00". Then at 08:00 the text change to "Morning check-in" and a button "check in now". The text would be like this unless user opens app after lunch, but then a "missed morning check-in" would be added. If the user so click the button 1 min within 08:00 and 08:01 the would get started on the morning routine. Which would depend on their progress in their current training modules. If clicking button late then a hidden measurement of "late check-ins" would be added to and a "late text instead of normal".

It would be great if there were a "Trainer mode" so one can set "5 punishment points" "Training 1 - Fundamentals" "Day 5" "Morning" "Late check-in" and then that text is displayed, instead of having to play it through if that makes sense.

The project will be open source and publicly hosted on GitHub. It is nice to allow contributions and bug findings from the community. Plus anyone worried about the integrity of the application can see what is behind the scenes so to say.

Do you like the idea of an App like this to push you a bit further? Make things a bit easier, stricter and smoother?