4. Kelsea Ballerini
Kelsea was wearing Raisa Vanessa in 2020. She went a different route by going short, but what the dress lacked in length, it made up for in embellishments. It featured all-over sequins in burnt orange, purple, and black, padded shoulders that gave off '80s vibes, and a draped sash with a bedazzled triangular buckle.

The dress definitely had a lot going on but Kelsea added more with a pair of coordinating leopard-print cowboy boots. A tousled ponytail topped off her look.