There is no definitive answer to this question as it depends on a number of factors, including the type of Doc Martens you choose and your own personal physiology. However, there are a few things you can do to help make breaking in your new Docs easier. First, try wearing them around the house for short periods of time to get used to the feel. You can also try using a shoehorn or rolling up a pair of socks and placing them inside the shoes to help stretch them out. Finally, remember that breaking in new shoes takes time, so be patient and don't force it!