In addition to the issues other people have raised here, I kind of had an issue with "perhaps a week without sneaking in can net them a 15-minute visit into the room under their sibling's supervision." Or...perhaps it's okay for the older sibling just to NOT WANT THEM IN THEIR ROOM. I think if the forbidden thing that the younger sibling was getting into was the older sibling's underwear drawer, this would be clear to Care & Feeding. It's okay if the older sibling NEVER wants the younger sibling in their room, and pushing them that "come on, Eldest, Youngest has been good all week...well, most of the week...it's been six days...almost six days really...surely you can let them in NOW" is a big nope from the Marissa judge. It is okay to have boundaries, it is okay to just have that boundary permanently, you never want that person to do that, okay.
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