I would think the declawing would only be a problem if they were going to be outdoor kitties. They sure sound great! And the one looks JUST LIKE Charlie! I love orange kitties. But they do seem to have some sort of tendency towards being overweight. Hopefully they continue to get along well. I think that'd be my only concern. My kitties got along beautifully for 4 years. they were inseperable. Always snuggling and grooming each other. Then a trash bag tipped over and scared Darla who ran under the bed and got tangled up in the fabric on the bottom of the mattress, then Charlie followed her in there. Then they both emerged scratched and scared (Charlie, the 15 pounder more beat up than 8 pound Darla). They now have to live seperately in the house with only brief supervised visits. That was 5 years ago. I'm way too scared to try getting them back together. We've tried a few times only to have bad outcomes, and now I just couldn't take the stress of trying again and wondering when the next shoe would drop. But now it's for the best with charlie's fd. He's such a hoover, he'd eat all of darla's food, and it wouldn't work out. I know tons of people have 2 cats that get along wonderfully, though. I'm probably just too much of a nervous nellie. I shouldve let them work it out from the beginning rather than seperate them, but I couldn't take the fighting. I think if you're ready you'll know it in your gut. The rest (vacations and such) will work itself out. You can hire a cat sitter, and since neither are diabetic, it'll be a lot easier to find someone to come over and feed/play/empty lb for you! Good luck! Keep us posted.