After several years of disinterest, I've finally convinced my gaming group to let me run some Planescape. I ran it several times with my old group and had a blast. It definately is my "baby" setting.
I was faced with two major challenges right out of the gate.
First, this is a group that hasn't done much fantasy roleplaying (much more of a White Wolf group). The concepts of race and class are difficult enough to get across, I didn't want to stack faction on top of it. Solution: talked it over as a group, I described some of the various factions, and we decided all the players would be Sensates. Easy enough.
Second, aside from one guy nobody in the group has ever played Planescape before, so I had to design a game where all the players could be relatively clueless without ACTUALLY having to be Clueless. Solution: the first scene of the first session, everyone gets dragged out of the Styx by yugoloths.
The goal for the players, of course, is to piece together their former lives and figure out why they were dunked in the Styx to begin with. All evidence points to them having done it voluntarily, just to make all the experiences new and fresh again, but so far nobody's buying it.
Feels good to be immersed in the setting again. Feels very much like coming home.
You know - you're in a good spot there too. White Wolfers, with their focus on Natures/Demenours are going to be in a better position when it comes to playing in Planescape than some of the more alignment oriented players. Expose them to the other factions as the game goes on, I'm willing to bet they'll get the hang of it and grow up to be nice proper bloods.
Invite them to hang out with us too! We like meeting new folks.