Another suggestion (I was working on a very similar thing recently, and this worked for me): I used a several-stage approch (I forget how many now, 'cos I was experimenting saving cloth, trying different way etc for quite a while, but I got there in the end.. But the basic thing that I (eventually) did was use the torus as the constriction object for the 1st stage. Took some time getting the right settings for the torus, but because the torus is rounded it squeezed the cloth better. Exported the cloth as .obj, imported and started again. kept the torus in its final setting, made it invisible, used a single-sided belt ('cos I was just playing around) and didn't bother to add the belt to the "collide with". It worked quite well... Cheers, Diolma