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Well it depends on the boot. If your wearing a cowboy-cowgirl boot, then yes tuck them in, but if your wearing heels then no, unless you want to look redneck lol.
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Well jessi, looking redneck isnt the answer to wearing tucked in hi-heal boots, my step mom is like the Queen of fashion, and she wears her pants tucked in all her boots, and i have a pair of boots to do the same... but i dont, yet.but it dont look redneck, you can never look like a redneck, unless you try to, like at school for red neck day, you might, but thats not redneck, and jessi sorry for disagreein with you, but its the truth though