That is so sweet. Glad you have a furry comforter.
Our cats are also paired up (Minerva is mine, Leela is SD's), and they can definitely tell when one of us is upset or not feeling well. If one of us is sick, "our" cat will be by our side the entire time. And they're also very sensitive to how H is feeling (they seem to know that he's our kitten). Leela in particular will come running if H starts crying - but only if he's really hurt. If he's fake-crying to get attention, she'll ignore him. This has been really useful at times. ("We know you're not really hurt because Leela isn't here" will get him to stop crying almost immediately.)
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Our cats are also paired up (Minerva is mine, Leela is SD's), and they can definitely tell when one of us is upset or not feeling well. If one of us is sick, "our" cat will be by our side the entire time. And they're also very sensitive to how H is feeling (they seem to know that he's our kitten). Leela in particular will come running if H starts crying - but only if he's really hurt. If he's fake-crying to get attention, she'll ignore him. This has been really useful at times. ("We know you're not really hurt because Leela isn't here" will get him to stop crying almost immediately.)