I was somewhat shocked when I learned Jupiter's gravity is only 2.5g, as I had foolishly assumed that with 300 times Earth's mass I would be squished by the gravity on the “surface”. I would still be squished by the enormous atmospheric pressure, so same difference. I guess a Cloud City is near-possible because you may create a liveable environment very high in the clouds, and at the same time – the unliveable and hellish crushing environment depicted in Asimov's Victory Unintentional is also kind of realistic for what's down below – except the solid surface doesn't exist, as we'd transition gradually from crushing liquid to solid if there's solid.