Kasey Musgraves, 2016
Most of the time, the celebrities on our list tried to play up black dresses with other colors. However, Kasey Musgraves decided to go all-in when she wore this black cut-out dress to the 2016 ACM Awards. She also donned heavy dark makeup, which suited not only the dress but her super black hair as well.
Taylor Swift, 2010
TSwift wore a lilac dress to the 2010 ACM Awards. It was designed by none other than Marchesa. She looked every bit the princess! This rings true when it comes to her wavy hair as well. A lot has since changed, but we can’t deny that the singer-songwriter still knows how to dress to kill.