25/65
Andrew H. Walker/Shutterstock
Monica
In Rick Owens
26/65
Terry Wyatt/WireImage
Wynonna & Naomi Judd
27/65
Kevin Mazur/Getty Images for CMT
Tan France
In Germanier
28/65
Kevin Mazur/Getty Images for CMT
Riley Green
In Billy Reid
29/65
Terry Wyatt/WireImage
Nelly
30/65
Mike Coppola/Getty Images
Miko Marks
31/65
Jason Kempin/Getty Images for CMT
Antoni Porowski
In Valentino
32/65
Dillon Sherlock/CBS
Madeline Edwards
In Peter Dundas
33/65
Mike Coppola/Getty Images
Karamo
In Greg Lauren
34/65
Dillon Sherlock/CBS
Jimmie Allen
35/65
Mike Coppola/Getty
Valerie Ponzio
36/65
Dillon Sherlock/CBS
Breland
37/65
Terry Wyatt/WireImage
Mickey Guyton
38/65
Jason Kempin/Getty Images for CMT
Ryan Hurd
In Ted Baker with Bruno Magli shoes
39/65
Andrew H. Walker/Shutterstock
Maddie Font
40/65
Andrew H. Walker/Shutterstock
Tenille Arts
In Carolina Herrera
41/65
Terry Wyatt/WireImage
Priscilla Block
In Badgley Mischka
42/65
Mike Coppola/Getty Images
Little Big Town
43/65
Jason Kempin/Getty Images for CMT
Mackenzie Porter
In J'amemme
44/65
Mike Coppola/Getty Images
Anthony Mackie
45/65
Jason Kempin/Getty Images for CMT
Lainey Wilson
In ZHIVAGO
46/65
Terry Wyatt/WireImage
Dylan Scott
47/65
Jason Kempin/Getty Images for CMT
Dennis Quaid & Laura Savoie
48/65
Jason Kempin/Getty Images for CMT
Gina Kirschenheiter