I see no problem with it in your case (and many others, I am sure), since you trained them to it, and they now willingly and happily enter the crate for "bedtime." You did it just right, and have happy, well-adjusted cats as a result.
I ordered a protective glove from Amazon for mine. It's saved me any number of times, and since I take all of those blood thinners, that's an almost literal statement!
Cats being cats, you can't really pin down a time frame! They are as individual as we are, after all. Kittens tend to take less time to adjust, but how much less, again, depends on the kitten. And, your kitten came through a shelter, so a LOT of changes in his short little life, which might...
I'm fairly sure she was feral, and not a stray. But that doesn't mean that "all is lost," not by a long shot. Even adult ferals, for the most part, can transition into housecats...but BOY, is THAT a challenge (and almost always months in the making). At your kitten's age, it will be far, far...
You are doing the very best thing...taking decisions and effort off of her plate, and replacing it with good food. Dunno about the rest of the country, but in the South, we know this. A death, or illness, or other catastrophic event, always brings out lots of food. The last thing people need...
Welcome to you and the adorable Pippin! How wonderful, to be starting a journey with such an adorable companion. I hope you have many, MANY happy years with him!
After hearing that you had contacted the owners with no response, every tiny hesitation I had about your taking him with you was utterly gone. That's animal abandonment, and is illegal in some places (those laws vary WILDLY). He is yours, and officially yours. Y'all enjoy each other!
Oh, my darlin, you have done far more than you can know. Because of you, she knows hearth, home, and family. And you allowed her to set her own boundaries on that. And yes, they live, and so often die, by their own rules. But she will die knowing that she was Somebody's Cat, and that, I...
So long as you have the wherewithal to afford double medical expenses (shots, annual checkups, etc), two kittens keep each other company and amused. Do they by any chance have another kitten from her litter? That would be ideal.
One of my realtor friends agrees with your brother. His advice, "Buy the worst house in the best neighborhood that you can afford, and renovate. You can get up to 3 times what you spend in increased value."
Taquitos for lunch. Dinner will be a hamburger steak and some sort of veggies, two of them, unless I'm absolutely flattened by then, in which case, it will be just a hamburger, no sides at all.