Wynonna enjoyed a fine dinner in one of the more expensive suites high atop Churchill Downs' grandstands in 2011. The singer looks somewhat surprised by the photographer -- this hardly looks like a rock and roll moment -- but she turns around enough for us to take note of her high-end fashion. Creams and whites are the most popular color for women at the Kentucky Derby. It's surprising she's not wearing a big floppy hat, but perhaps she just took it off to enjoy her steak.

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