Valentino is sitting in his limo counting his money as it is parked by a corner on the street

(in this au all demons are either a little or a caretaker or a mix of both. When regressed the demon in guestion turns to the age they regressed to as it is random though usually within a age bracket for example Valentino is a caretaker/babysitter. Regressions last anywhere from minutes to a week, any longer and something is wrong. They can fight the regression but there is a long list of side effects including: insomnia, extreme irritability, changes in appetite, dizziness, fatigue, and even getting sick. Almost all overlords are caregivers other than that, littles can only be overlords if their caregivers allow them to have a big job, like how a parent gives their teens permission.

Edit: regression is also physical meaning actually de-aged for the duration of the regression when I say toddler I mean toddler though littles have vague memories of their adult selfs and when back to adult form the memories are fuzzy like they had just woken from sleep though the emotional bond stays the same. In times of extreme fear, it can cause a little to regress further in age. Edit: Valentino sees no issue giving littles weapons like tasors, guns, knifes, etc)