I'm more in Richards category, with a strange twist. When I was first trying to learn "cowboy chords" and play folk, pop, and rock-ish songs I had trouble with some of the changes. Bar chords were almost impossible for me, even with a lot of practice. Of course, introduce Joni Mitchell who infuses with lots of jazz and then add open tunings to the mix, and you'd think "impossible", right? Only, it didn't work that way for me. The shapes of the chords all the way up and down the neck, and even the bar chords seemed so doable, that I stayed there for a long time. Then after spending a long time there, coming back to standard tuning land and cowboy chords seemed so much easier to me. Now I play both in lots of different tunings and standard tuning (I consider drop D a form of standard tuning) and it's much easier for me, but after 25 years of plucking away, I should be a little more comfortable.
The thing that's the least familiar to me, is what's the hardest. Then i've had to customize the way I play certain chords because my hands are big and the way a smaller hand would play it is totally alien to me.
And I'll end by quoting Richard again, "maybe a bit exaggerated but not by much."