Dog training 101: Teach your dog how to 'sit pretty' in 5 simple steps. Depending on your dog's current strength, it can take up to 2 weeks for him to fully 'sit pretty'. It's important that you gradually build up their ability to sit pretty. It is a great exercise to strengthen your dog's core muscles so that they will be less prone to injuries. Click through to read more or repin to save for later!