I was afraid that much planting at all might be too much for an ordinary house, although I was thinking that a very thin layer of soil could take some ground covers.
After all, people do get up there and walk about and work, yes?
At least ten, maybe fifteen years ago, John Bentley Mays, who is an art/architecture critic for the G&M, wrote about his home in, admittedly, a restored flat-top warehouse not all that far away from me -- I think it's two storeys inside but I could be wrong. Anyway, he put a deck up top, with planting boxes all 'round the sides (and maybe even some containerized shrubs and such). I remember his discussion of how heavy all that was, but of course I don't remember how he solved the problems.
Actually, when I think of it, there are a couple of houses across the lane from me that have decks on their roofs. How did they do that? Those must be heavy.