Do Leather Riding Boots Drop? What to Expect

Yes — long leather riding boots can drop slightly as they break in. This is a normal part of wearing leather footwear and happens as the leather softens and creases around the ankle.

Why do long riding boots drop?

When a new boot flexes while you walk and ride, the leather begins to form natural creases through the ankle. Those creases allow the upper to settle lower on the leg.

How much will riding boots drop?

The amount varies by style, leather, fit and how often the boots are worn. A softer leather will usually settle differently from a very structured competition boot, and a looser-fitting boot may crease more than a close-fitting one.

Because every design is different, it is better to judge the initial fit using the product-specific size guide rather than relying on one universal drop measurement.

Should new riding boots feel tall?

They can feel slightly high at first, especially at the back of the knee. When you bend into a riding position, the top should not cause sharp pain or prevent normal movement.

If the boot is dramatically too tall before it has been worn, do not assume breaking in will solve the problem.

How can you reduce excessive dropping?

• Choose the correct calf and height from the start.
• Make sure the boot is not excessively loose through the ankle and calf.
• Use suitable leather care so the leather remains supple rather than becoming dry and damaged.
• Store long boots upright where possible.

Measure before ordering

Measure both calves and both leg heights while wearing your usual riding socks and legwear. Our How to Measure guide explains what to record.

Still unsure?

Try Find Your Fit to narrow the long-boot range, or explore Made to Measure if your proportions do not line up with standard sizing.