Is it crazy to own both?!

If money isn't an issue then I don't see a problem with having both. If I had all the money in the world I would probably get every size in every color combo LOL. But logically, having the same bag with the same hardware and leather in a slightly different size is a bit much. However I think that if you get one in a different leather then I think that makes it justifiable because they can be used differently, one can be casual(for example caviar) and the other dressy(lambskin).