I've recently experienced this one first hand. I came from a kempo school where were taught a TKD style round-house which was essentially a "snap" round-house striking with the instep. I moved between states a few months back and am now taking MT where we do what I guess I would call a "push" roundhouse (for lack of a better description) with the shin.
We started sparring recently and for the first few classes I was striking with my instep and let me tell you first hand that if you don't land directly on target or get a shin block, it's going to hurt a lot. I have had a chronic ache in my foot for the past few weeks because when I would land with the instep it would hyperextend the ankle and flex the bones on the top of the foot. It only felt worse when it was blocked.
My advice? Learn to hit with the lower part of the shin, you may bruise it, but atleast you'll be able to walk later.
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