I do the head first. I have my hand inside widening the opening and make sure her snout comes out and fit it through her head like that so that the shirt's never up against her face to suffocate her... sort of like putting on pantyhose so I'm not dragging/pulling it through her face... I do the legs similarily. When it comes to stripping, I do the hind legs first, then pop it right off the head/front. With some clothing, I hold the fabric together then pull it off if it seems like it might have a chance of getting "stuck" while coming over the head/face.
