Expect it to take roughly 4 to 8 hours of solid riding time to fully break in a high-quality pair of boots. Because they rely heavily on thick leather and heavy TPU plastics for protection, they’ll feel strangely stiff right out of the box. You can speed up the process by wearing them around the house or flexing them manually before your first big trip. But the best (and most fun) remedy is simply more time on your bike.