Ripped clothes and rigging

Does anyone have any clever methods for putting holes in meshes and creating the appearance of rips?

Also I have retopologized this model and will be rigging and detailing the body and clothes shortly and I would like to pose it in a very dynamic position which would lead to a bit of stretching in all parts. Should I produce the texture maps after rigging or can I do that now? And can I keep the shrink wrap modifiers when rigging or must they be applied for best results?