Meant to post this days ago. I got a bit bogged down with life stuff and couldnt get any work done on the script this week (got some bits done here and there). I tried to get back into it and am having a bit of writers block so it may be a bit longer.
In the meantime, here is the (non electronic...how old school am I

) chastity game I came up with originally that I am trying to digitize into something a buit more organised and detailed.
Take a container (I use a small box about 5' by 4' by 4'). Find something to use to fill the container that can act as your points. I use 4 values of poker chips (1,5,10,25), but you can use anything as long as it can represent at least several hundred points individually (i.e. you can add or remove anywhere from 1-100+ points at any time). Each 100 points represents roughly a day in chastity and 1 point represents 15 mins. 96 points is the actual number per day, but 100 is easier to deal with (you see why later). Add 100 points for each day of your planned chastity sentence. I recomend about 500 to start with, unless your experienced or brave...

. This does NOT mean that you will spend exactly 5 days in chastity however, as you can earn time removed from your sentence as you progress.
Each time you Re-Start the game after completing it, add more points to the starting number. I added 200 each time.
You may remove 100 points every 24 hours. You may also remove extra points for performing tasks/work/punishments etc. The tasks, and their point rewards are chosen by you at the start, but here are my examples and recomended rewards gained from my experiences playing this game so far:
Dont forget 1 = 15 mins - time related task will multiply
Housework - Every 15 Mins spent working (1 Pt) X (random number 3-6, generated AFTER the work is done)
Teasing/Watching Porn (No CB = No Touchy!) for 0.25/0.5/1 Hours (Must Maintain Erection) = Wearing CB = 3/8/15 Points - No CB = 2/5/10
Exercise - Every 15 Mins spent working out (1 Pt) X (random number 3-6, generated AFTER the workout is done)
Coding SexScript (If your a writer) - Every 15 Mins spent working (1 Pt) X 5
Using SexScript (Remember your in chastity while you play

) - Every 15 Mins spent working (1 Pt) X 2
Whip/Flog Yourself # Times - 1 point removed for every (random number 5-10, generated AFTER the flogging/whipping)
Light Bondage for 0.5/1/2/3 Hours = 4/10/25/50 Points
Heavy Bondage for 0.5/1/2/3 Hours = 10/25/50/75 Points
Light means Gag, Hands Cuffed, Collar, etc. (Your choice of 3+ Items and must be quite inconvenient and restrictive but you can move around if needs must) and Heavy means Strict Gag, Wrist/Ankle Cuffed, Posture/Harsh Collar, Spreader Bar, Hood, Fixed to Furniture, etc (Your choice of 5+ Items and must be VERY inconvenient and imobilising you should preferably be unable to do much more than sit/lie looking at you PC or TV, unless you are blindfolded/hooded
)Wear Light Nipple Clamps (pegs, clips, etc) for # Mins - Random number 3 to Half Number of Minutes
Wear Heavy Nipple Clamps for # Mins - Random number 5 to Number of Minutes
Wear Weighted Heavy Nipple Clamps for # Mins - Random number 10 to Double Number of Minutes
Crossdress/Sissydress - Every 15 Mins spent dressed up (1 Pt) X Number of Items worn -2 (Bonus 25 Points of you sleep like that all night)
Only Crawl for # Hours - 10 Points per hour, no cheating for ANY reason other than emergency.
You can also gamble when you get down to 100 points or less. Choose how many points you want to gamble BEFORE HAND. Use a random number generator of 0-100 and cross your fingers.
0-10 you GAIN/ADD 3x the number you gambled...too bad
11-30 you GAIN/ADD 2x the number you gambled...unlucky
31-50 you GAIN/ADD the number you gambled...Ooohh so close
51-90 You LOOSE/REMOVE the number you gambled...Lucky You

but you have to add the random number to the extra starting points next time you play
91-100 - You LOOSE/REMOVE the number you gambled...Lucky You
These are just some examples that I thought would give you some ideas. Feel free to mention any others you come up with...to give me ideas that might get me past my writers block.