Gretchen Wilson attended the 2009 Kentucky Derby with her daughter Grace. While the little girl wore polka dots like many of the women in attendance, Wilson chose an all-black summer dress with spaghetti straps. It's a more low-key look for the country music bad girl, certainly less flashy than something her longtime friends John Rich and Big Kenny Alphin might have chosen. Together, these two -- mom and daughter -- are known to ride horses for fun. According to her website, she has over 30 of them.

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