I love a pretty loose messy updo, but this one takes messy a step too far into a greasy, almost dirty look. Debbie Matenopoulous should have softened this style up just a bit before gracing the red carpet at this year's Golden Globe Awards, in my opinion.
Debbie Matenpopolos's Messy Hairstyle
From Kendra Aarhus, About.com
Debbie Matenopoulos at the 2009 Golden Globe Awards
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