No wait. You print out a bunch of pictures where they're in black and white and they have to color in the picture when they do what's pictured in the comic.
Another scene that popped into my head was having a girl make the food for her punishment. In this case jalapeño muffins! And she has to make them with her hands. She can cum with a hand down her diaper and get a sore pussy or after she's had a muffin and messed herself. But if she doesn't come with her hands in five minutes it's right back to a timeout highchair.
Also, that covers food and drawing. What are some other humiliating ideas that are activity specific?
I can think of a couple others.
What about exercise? That would involve outdoor playing or yoga in diapers. Twister with a suppository and punishments for not holding it.
Music would definitely involve coming up with your own personalized nursery rhyme. You could force the little to come up with a list of humiliating regression ideas and then use AI to come up with personalized hypnosis tracks. Then you make them learn the songs by heart and perform them for you.