i grew up in nashville listening to classic country and bluegrass with my parents and early taylor swift (like picture to burn) all the time so i LOVE this question
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sheβs acting single (iβm drinking doubles) - gary stewart
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rhinestone cowboy - glen campbell
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long black veil - johnny cash
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jackson - johnny cash and june carter cash (or the trixie mattel and orville peck cover if youβre feeling crazy, itβs still great)
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cowboy take me away - the chicks
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women without whiskey - drive-by truckers
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drunk and high - florry
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electric lizard - angela autumn
also waxahatchee, mj lenderman, and wednesday if you want more country rock flavors!!