I only buy belts with rounded edges; the sharp-edged belt buckles hurt like hell. I also find buckling on the side to be helpful, and if I'm in a place where I know I'll be sitting for a good long while (eg: at the computer,) I just unbuckle.
I also try to find canvas belts. They wear out a tad faster, but conform a lot better, and if there's a stiffness problem with a leather belt, this will fix it.
13 years