[orophins]

Well Samor, it seems like you're already stuck wearing diapers 24 hours straight each week and to bed every night. Let's see if we can give you some chances to prove you're a big kid (or not).

This is loosely based on a similar game I've seen, and I tried to make it somewhat difficult to "win" without taking more than a day or two. I expect an average, determined big kid can make it through (even with a few bad rolls) in about 24 hours. It's also very easy to pause if necessary, just pause at the end of a day and resume on a day when you have time to continue.

Good luck and let me know how it goes!

Supplies:
Random timer (ideally a phone app like "Random Timer Generator" that) that can hide the time remaining, diapers, pull-ups with very little absorbency (like depends or goodnites), water bottle, gold star stickers (optional).

Big Kid Points:
The below scale will be tracked throughout the dare, with each point showing what a big kid or small baby you are. This will determine your choice in undies as below.

0 Fail
1
2 Baby
3
4 Crawler
5
6 Toddler
7
8 Big Kid
9
10 Succeed

Fail- You've failed as soon as you hit 0. Contact Orophins for a punishment.
Baby- You must wear an ABDL-style diaper or a double diaper, no potty usage allowed at all, better hope you can hold it!
Crawler- You must wear a diaper at all times, and you are allowed to use the potty only after you move up to being a Toddler, when you must sit on the Potty for 5 whole minutes to start your journey as a Toddler.
Toddler- You must wear a pull-up at all times, and must sit on the potty (allowed to use) for 5 whole minutes every time the timer goes off.
Big Kid - You may wear a pull-up or panties, but must decide as soon as you become a big kid and it will stay that way until you succeed or become a big kid again. You're allowed to use the potty once in-between alarms going off, and you're allowed to use the potty when the alarms go off.
Succeed- As soon as you hit 10 points, you have succeeded at this dare! Contact Orophins and let him know how it went!

Timer Roll:
Whenever you make a timer roll, you will roll one six-sided die. Add your Big Kid Points to that roll (so if you're at 8 Big Kid Points and roll a 4, your score is 12). The below shows how much you must drink every hour you're awake during the day, as well as the timer settings to use. You'll set the timer to go off for a random time between the two ranges of minutes. When your timer goes off, roll another die to determine your next settings. If the amount of water you must drink increases or decreases, that applies for the following hour. In the event the timer goes off multiple times an hour (unlikely), take the greater of the two for what you must drink in the following hour.

1-4: 125ml / hour, timer set randomly between 15 and 45 minutes
5-9: 250ml / hour, timer set randomly between 30 and 90 minutes
10-13: 500ml / hour, timer set randomly between 45 and 135 minutes
14-16: 500ml / hour, drink must contain caffeine, timer set randomly between 60 and 180 minutes

Beginning:
To start, you're going to roll a six-sided die to determine your Big Kid Points, and then round up to the nearest descriptor. So a 5 would round up to 6 and make you a toddler. Note that for the rest of the dare, if you are between descriptors on the Big Kid Points, you will maintain your last descriptor. So if you were a Toddler at 6 points and you lost a point to 5 points, you would still follow the Toddler rules. But a Baby at 2 points gaining a point would still be a baby at 3 points.
After this is determined, you must drink 2L of water at your leisure, but I would recommend hurrying as you aren't allowed to pee until you're done drinking.
Then you will either put on your diaper or pull-up depending on your Big Kid Points, and do your best to keep earning Big Kid Points. Every time you fail to make it to the potty (use your diaper/pull-up instead), you will lose one Big Kid Point. Every time the alarm goes off, you will earn one Big Kid Point. Since you're not allowed to use the potty until you're a Toddler, and won't know exactly when the alarm goes off, you'll need to strike a balance.
Lastly, you'll start by making a Timer Roll as described above, and you will need to finish your hourly drink in the next hour (I'd recommend starting around an even hour mark to make this easy on yourself).

Changing descriptors (reaching a new even-number Big Kid Points):
Whenever you gain enough, or lose enough Big Kid Points to change to a new descriptor (Toddler -> Big Kid, for example), you will roll a six-sided die as appropriate below. Perform this task before rolling your next timer roll. This means if you were a Toddler at 6, gain a point up to 7, and then lose two points back down to six and then five, you still don't have to roll because you're still a Toddler this whole time. But if you then lost another point down to 4, you would need to roll for losing points and changing descriptors.

If losing points and getting a new descriptor:
1-2: Wow, you sure seem cranky after having an accident, better take a nap. You must go lay down somewhere quiet with no activities for at least 20 minutes and try to nap.
3-4: You almost made it to the potty! Go "practice" sitting on the potty without using it for 10 minutes. Find a potty training song/video that you must watch for this time on the potty.
5-6: Little babies like you are so cute when they suck on their thumb/pacifier, stick your thumb or pacifier in your mouth, no removing it except to drink for the next 30 minutes.

If gaining points and getting a new descriptor:
1-2: You're growing up so fast! I bet you can hold it. You're not allowed to use the potty even if your Big Kid Points would allow it until you next wet yourself, or two hours have passed.
3-4: Wow, you did such a good job! If you have any gold stars, give yourself one. Do a little dance for 30 seconds to celebrate.
5: Roll again, but this time on the "if losing points" list.
6: Uhoh, I guess you aren't quite a big kid yet. You must wet yourself as soon as you're able to in whatever clothing you're wearing, which will lose you a Big Kid Point, but you'll still have your new descriptor. For example, if you just went from 5->6 points and became a Toddler, then rolled a 6 for this roll, you would still be a Toddler, but only have 5 points because of your "accident".

Other Rules:
Because you have to wear diapers at night, once you are all changed and ready for bed, wetting your diaper won't count against you until you get out of bed. You can also turn off your timer. As soon as you get out of bed in the morning though, the rest of the rules apply and you should immediately perform a timer roll.
You may change diapers/pull-ups as much as you see fit - make sure to bring some spares with you if you go out and about.
When your timer goes off and you gain/lose a descriptor, roll that changing descriptors roll and complete it before rolling your timer roll.
Roll your descriptor roll and complete it before changing doing anything else, like changing from diapers to pull-ups
When using the potty, it should take 5 minutes or less unless the rules say otherwise, that way you can't use one "potty usage" to stay on the potty for hours.
Since messing isn't a limit, it will follow the same rules as wetting yourself. You can probably hold it long enough to become a Big Kid and able to use the potty. But if you can't and use your diaper/pull-up, it will count like you failed to wet (and if you wet at the same time, it will count as two lost points).

Example for illustration and rules clarification:
You start at 2:00PM and roll a 3 to start at 3 Big Kid Points, you'll round up to start as a Crawler in diapers. You then roll a 5 on your timer roll, so 5+3 is 8. You'll have to drink 250ml/hour starting with 250ml by 3PM, and set your timer between 30 and 90 minutes.
You drink your water and avoid using your diaper, and at 3:15 your timer goes off, gaining you a point up to 4 points. Since you're already a waddler, you don't have to roll for a descriptor change, and just do another timer roll. You get a 6 this time, and 6+4=10 is your result, so you must finish drinking your 250ml of water between 3:00-4:00, and will drink 500ml between 4:00-5:00. You set your timer to a random time between 45 and 135 minutes. You drink your 250ml of water by 4:00, but around 4:30 you can't hold it anymore and you pee your diaper, losing one point down to 3.
At 4:35 your timer goes off, gaining you back up to 4 points. You still don't need to roll for descriptor change since you're already a Crawler. But you do a timer roll and get 3, for 7 total points. You must finish your 500ml for the time period of 4:00-5:00, but then you're back down to 250ml between 5:00-6:00, and must set your timer randomly between 30 and 90 mins.
At 5:10 your timer goes off, and you gain up to 5 points. You could change your diaper but since it's not full you leave it on. Your timer roll is 1, so you must finish your 250ml between 5:00-6:00, and would need to drink 250ml between 6:00-7:00 unless you roll higher before 6:00. Timer set between 30 and 90 minutes.
At 5:50 your timer goes off and you make it up to 6 points, you're officially a Toddler! You roll your descriptor roll and get a 5, which makes you re-roll on the other chart, where you roll a 2 and must nap. Even though you've earned the right to change to pull-ups and use the potty as a Toddler, you have to stay in your diaper and hold it while you go lay down for 20 minutes. When you wake up, you roll your timer roll and get a 6 for a total of 12. You then use this chance to use the potty which you sorely need for both #1 and #2. Since your 12 roll means you must drink 500ml, this is greater than the previous roll of 250ml of drinking between 6:00-7:00, so you must drink the greater of the two, the 500ml. You set your timer between 45 and 135 minutes.
At 8:05 your timer goes off, so you have 7 points. You had to drink 500ml of water between 6:00-7:00, and also 7-8 and will need to do so between 8-9 as it's past 8:00. You really need to pee and fortunately have 5 minutes where you must sit on and use the potty, so you do. Then you roll a 1 on your timer roll, and only have to drink 250ml between 9:00-10:00, and set a timer between 30 and 90 minutes.
at 8:45 your timer goes off, so you have 8 points. You roll a descriptor change and get a 2, giving yourself a gold star! You don't really need to pee, but must sit on the potty for 5 minutes anyway. Then you roll a timer roll and get a 6, meaning you must drink 500ml of caffeine from 9:00-10:00 instead as it is "greater" and set your timer between 60 and 180 minutes.
You get tired waiting for the timer to go off, so you decide to put on your diaper for bed, and cancel your timer.
You wake up in the morning at 6:30, and immediately roll your timer roll, getting a 3+8=11, so you must drink 500ml between 7:00-8:00 and timer between 45 and 135 minutes.
{ETC until 10 Big Kid Points or falling down to 0}