What does Calamity think of Tomato and Cinnamon?
Calamity loves her grandchildren a lot! She shows her affection for them in the story "Nymph's Hollow", going as far as to risk her neck stealing expensive toys for them. She's so proud of them for being good kids and she's proud of her own kid, Itchy, for raising them.
She's impressed by the fact that Tomato can read and do math, which are things she herself can't do. She doesn't seem fazed by Cinnamon's disabilities and even accommodates her by putting on lots of perfume, so that Cinnamon can recognize her by smell.
Considering her wretched past and what a bad mother she was, Calamity is a surprisingly good grandmother. I think spending 40 years in prison gave her enough time to think about her choices and shape up a bit.
Now, I will say that Calamity's standards aren't exactly high...she's lived a very rough life and her expectations for herself and others were always at rock bottom, so it doesn't take much to impress her. I think even if those kids were scummy little thieves or something, she would still love them and find something to be proud of.
It's actually quite hard to disappoint her (which is kind of sad when you think about it...)
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