John- The problems that you're describing are the very reasons that I use round rubber whenever possible. Flat rubber legs like those from a spinnerbait skirt are tough to deal with. Round rubber behaves very well because no matter where you cinch in down with thread it stays well.
Guess I didn't anwser your question....well maybe I did. If you can, stick with round rubber. I don't know if it's available in barred colors like in your pic, but it might be worthwhile to look.