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winehouse is simply unconvincing...like nearly every other white person who insisted on singing the blues.
a guy like John Hammond Jr. almost pulls it off occasionally, but even he will never be as authentic as someone like Mississippi John Hurt (to pick someone more-or-less at random).
And Hammond has done his share of living. At least he has some cred for what he's doing.
Whitehouse has none. She's ersatz all the way. Gimme a little Ella, or Billy, or Aretha, or Bessie Smith. Any of these singers show up Whitehouse for exactly what she is: a talented poseur.
