When Emily Kingston wins a date with country music hunk Bo Branson from a Nashville radio station, she knows it's meant to be. But when she and her sister, Sarah, arrive in Nashville for the big weekend, it doesn't quite work out as she planned. The date isn't really a date--it's an extended meet-and-greet for four: Bo, Emily, Sarah and Sean, the cute but annoying promotions guy from the radio station. To make matters worse, Bo only has eyes for Sarah, when Emily is the one he's supposed to be wining and dining! Emily enlists Sean to help her win Bo's attention, but Sean has a secret crush of his own.