I think this is a fantasy for a lot of people, but it comes with a lot of trade-offs that Will will have to deal with later on. I 'played the tape forward' and the rest of this story would be best-case scenario for Will.
I've been using PixAI- I've failed to make the diapers look close to diapers(I've just put 'white undergarments' and that's the closest I ever get haha) but I at least have a few characters/scenes that I'm okay with- most do not have any diapers though. Hope you enjoy the story!