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Bright Eyes' last few albums, besides Digital Ash are good modern alternative country. But if you want classic, then try and get a Patsy Cline compilation. Her song "two cigarettes in an ashtray" is the epitome of sad country. Emmylou Harris is one of the good ones, also.
Oh, and Beck's "Stereopathetic Soulmanure" has a couple killer country tunes on it.
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