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The problem as I see it is there generally isn't much of a middle ground. You have those who are stylish and look very classy following "holiness standards" and you have those who look frumpy.
IMO, it is more difficult for a woman to dress "casual" while following standards without looking frumpy. If you need to wear comfortable shoes (i.e. tennis shoes), they often don't look that great with a skirt.
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