Dressing up your dog can be both fun and practical, especially if you live in a climate where your canine friend can use a little extra warmth now and then. Getting a dog used to wearing clothes takes some time and effort, however. Start by picking out clothes that are easy to put on and comfortable for your pet. Once you’ve picked an outfit to start with, start gradually training your dog to wear it. Be sure to keep the process relaxed and low-pressure for your dog.