I haven't used Tailor very extensively, so maybe this isn't quite right, but my experience is that Tailor will change clothing shape to match the morphs in your model provided that the clothing and the model are the same, ie, v2 clothing for v2 model. If you want to change clothing to a different model, it doesn't seem to support that. I would love to fit V clothing to Judy. So I think that's the first problem, you're going from V2 clothing to a different model. As for the output, no, I've never had to run it through Tailor just because I changed poses. But if you change morphs too much, then you'll be back in Tailor for sure.