Ideally, it takes a few weeks to break in your new steel toe boots. Breaking in your toe boots simply refers to making them comfortable for you to wear. Despite the quality of your steel toe boots, your feet experience pains during the first few weeks of purchase before it starts to expand gradually to your feet shape without discomfort. Even the best Steel toe boots will at the time cause little discomfort before it eventually conforms to the shape of the feet. There are few tricks to break in your boots;