You gotta hand it to them, they have done pretty well making some of the most uncomfortable headphones on the market. I have never been able to keep a pair on long enough to make much of a judgment about their sound. The giant 'bowl' earpads help but the lower priced models don't come with those.
I have to agree. I've listened to a number of Grado models over the years, but like you, I really just didn't like the way they felt on my head or ears. Even their higher end phones, at least to me, are uncomfortable. I guess there are some heads out there that they fit well. Mine isn't particularly large or small or oddly shaped ( at least the people I know haven't commented on it). But each to his own.