Hang them all
(media.communities.win)
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That depends on how you define modest. The shoes I am wearing right now have a 2 inch heel and are straight up work boots
Heels found on (most) male shoes are okay depending on your hair/flat footedness/etc. The same I would imagine be true for women.
But maybe when you start to talk about heel length for a boy you've gone the wrong direction
Where I am - Wyoming - you are 100% talking about cowboy boots with that kind of a discussion.
Underslung with a spur lip and flat shank. Pull the cinch tight and toe that stirrup.
Certainly 6 inch heels all day long will mess up anyone's feet. They're also suggesting very long fake nails to trap all the germs under, and to start corseting early.