It is a very demanding setting and I want to love it, but I can't completely. I bought the original boxed set when it came out, Planes of Chaos and Planes of Law, the Planescape monster's compendium and tried as I could.
The main issue I had, as a DM, was to explain to the other players what Planescape was. In practice, I feel that's the most difficult threshold to cross, because the players need to be on the same level. That's easier in Drangonlance or Forgotten Realms. They're familiar even if they aren't familiar.
Planescape is not familiar. It will confuse many and honestly I think you have to adapt a "house-style" for the setting. You have to fill in a lot of blanks yourself, and no wonder, each plane is a setting of it's own really. These are huge worlds which makes Planescape a blank sheet of paper with a few outlines. You'll have to do most of the creating of the world yourself.
The main issue I had, as a DM, was to explain to the other players what Planescape was. In practice, I feel that's the most difficult threshold to cross, because the players need to be on the same level. That's easier in Drangonlance or Forgotten Realms. They're familiar even if they aren't familiar.
Planescape is not familiar. It will confuse many and honestly I think you have to adapt a "house-style" for the setting. You have to fill in a lot of blanks yourself, and no wonder, each plane is a setting of it's own really. These are huge worlds which makes Planescape a blank sheet of paper with a few outlines. You'll have to do most of the creating of the world yourself.