Summary: I purchased the Grado RS2 phones expecting them to hurt my ears. After weeks of use, I find I have no comfort issues with my RS2's whatsoever.
And I'm one of those people who finds it very painful to have anything pushing on, over, or especially in my ear(like canal phones).
No problems here. I comes down to this: people have differen't sized ears. Mine are normal to small sized and fit inside the RS2 earpieces nicely.
*****Big ears don't fit!....