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Sheryl Crow at the 2009 Grammys

2009 Grammy Awards: Sheryl Crow

Looking like the quintessential California girl, Sheryl Crow knows she has plenty to smile about. After all, her sixth album, Detours, has been nominated for a Grammy. Whether she wins or not, I think she deserves a gold star for looking simultaneously elegant and carefree. Her beachy hair has just enough polish, and her natural-glam makeup brings out the blue in her eyes. Do you love this look on Sheryl?

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