When learning to walk in heeled shoes, shouldn't you start with wedges, then move to kitten heels, and then progressively get higher with the heel?

Isn't that what you SHOULD do.

You wouldn't get a crotch rocket right away, if you had NO experience in riding a motorcycle, right?
When learning to walk in heeled shoes, shouldn't you start with wedges, then move to kitten heels, and then progressively get higher with the heel?
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