To start with, let your dog sniff the shoes. Don't try to put them on. Let him get used to the smell and get comfortable. Give your pup a treat when he is doing that. 2. Once he is comfortable, ask someone to engage with him (with a toy or treat) while you put on shoes on just the back paws. 3. Don't put on the front paws yet. Let him walk. Expect a funny walk :) That's natural. He is getting used to shoes 4. Put on the shoes on the front paw on the same day or the next day depending on how quickly your pup gets used to the shoes.