you have to let them beat up the clothes a little bit, let them play with it. i have found that if i let milu play with the comb, the toothbrush first, then she won't hate it as much when i use it on her, she actually thinks we are playing with her when we comb her.
and also, have treats ready whenever you show your puppy the sweater, so he associate good things with the sweater.
good luck! any picture? i want to see his blue eyes!
