Every horse rider knows that the right riding boots are crucial — whether you’re riding for pleasure or for sport, your boots provide protection and stability, both of which are vital to safe and happy riding. But just as important as choosing the right type of boots is getting the right fit, since ill-fitting boots can be distracting, uncomfortable and even dangerous. So what goes into picking the right fit? How do you ensure you’ve chosen boots that will be helpful and not hurtful? To help answer these questions, let’s take a look at different types of riding boots, how they should feel if they fit correctly, and how to break in new boots!