Known as country music's party of the year,Zero AI the ACM Awards is often the place to play with red carpet looks.

After all, while most country stars rely on their trusty pair of worn-in cowboy boots, the Academy of Country Music Awards—which will air tonight, May 16, at 8 p.m. ET—has seen many fashion risks across the genre's biggest stars through the years.

And this year—which will have Reba McEntire as the evening's master of ceremonies—could bring some of the best looks yet. In addition to the awards' gracious host, country fans will also get to indulge in joint performances by Noah Kahan and Kelsea Ballerini, Nate Smith and Avril Lavigne, and husband-and-wife duo Gwen Stefani and Blake Shelton. 

Country chart-toppers Jelly Roll (real name Jason Bradley DeFord), Lainey Wilson, Chris Stapleton,  Thomas Rhett, Kane Brown, Cody Johnson and Miranda Lambert are all slated to hit the stage as well. 

Meanwhile, late country star Toby Keith—who died in February—will be honored with a tribute performance by Jason Aldean. 

As for presenters? Alabama, Tyler Cameron, Little Big Town, BRELAND, Jordan Davis, Sara Evans, Carin León, Ashley McBryde, Dion Pride, Noah Reid, Richard Sherman, Charissa Thompson, Randy Travis, and Clay Walker are all on the star-studded guest list.

So before they hit the red carpet, keep reading to see some of show's most iconic looks from past years, including Taylor Swift's polarizing Stella McCartney sequined top and khaki pants from 2020, and some of Reba's most iconic looks from the early aughts. 

1998 ACM Awards

1999 ACM Awards

2000 ACM Awards

2002 ACM Awards

2004 ACM Awards

2006 ACM Awards

2007 ACM Awards

2008 ACM Awards

2009 ACM Awards

2009 ACM Awards

2010 ACM Awards

2012 ACM Awards

2012 ACM Awards

2013 ACM Awards

2013 ACM Awards

2014 ACM Awards

2014 ACM Awards

2014 ACM Awards

2014 ACM Awards

2014 ACM Awards

2014 ACM Awards

2014 ACM Awards

2014 ACM Awards

2014 ACM Awards

2015 ACM Awards

2015 ACM Awards

2015 ACM Awards

2015 ACM Awards

2016 ACM Awards

2016 ACM Awards

For the latest breaking news updates, click here to download the E! News App