Well...I don't wan't this post to be a post of doom, but it seems that Pepakure Designer is a program that just doesn't work in wine yet. All of the times I've tried running it I had the exact same problem. I am running a newer version of mac osx, but this is what I have tried: CrossOver(demo)...same problem, Wine Bottler...same problem, Wine 1.2.3....same problem, Wine running on (emulated) ubuntu 11.04...same problem, newest version of Wine (1.3.20)...same problem. I guess I've given up hope of it working in Wine any time soon :( Unfortunately, I'm not a experienced enough programmer or I would try to fix the problem.