@chrisf
@EllenW
@eeeefarm
In my view, any dog can be trained to do just about anything, including getting used to wearing clothes, booties, etc. The foundation step is "bump it" game. (We don't use a clicker, but instead say "yes" and treat simultaneously). Here's a video our trainer has on Youtube. https://www.youtube.com/watch?v=2v7CcqAHm-4
When this is mastered, then one can get the dog used to any object by "bumping" it, then "yes" + reward. (Eventually, just "yes"). Clippers, ear wipes, toothbrush, harness, collar, leashes, clothing, etc. With clothing, next step is to put it on the dog for a very short duration, with "yes" + reward. Repeat 3-5 times a day, increase duration. In a week or two, viola. Your dog will look forward to the item.