I went through 5 boots this year trying to find something that didnt hurt me just wearing them around the house. For me, I wanted something stiff this year and the driver X was the most comfortable stuff boot with a reduced footprint (i needed that). BUT, if I could have I would have gone with solomons. My last boots were dialogues and they were incredibly comfortable. I tried on this years Solomon savage straight jacket and they were the most comfortable boots I've worn. So that's what I would suggest, savage and dialogue.
Where do you get the pain from? is there a specific pressure point or loose spot?