I second the Alice in Chains - Dirt already mentioned. For those who don't know, this is an ablum that follows the course of a heroine junkie. Trying it for the first time, to addiction, to kicking the habit. The most well orchestrated album I've ever heard. A few others that come a distant second:
Counting Crows - August and Everything After
Bad Religion - Stranger than Fiction
James - Laid
R.E.M. - Out of Time
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