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This term was originally made for horseback "riders" who had the wrong type of boot. The boots that you're supposed to use with horseback riding have heels that stick straight down rather than caving inwards like accessory boots. The term "shit heel" talks about those people; they're not real riders. The people who knew how to ride and how to dress when riding call those people "Shit heels", mostly because they're usually assholes.
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