1. Regina King
![Regina King](https://hellobeautiful.com/wp-content/uploads/sites/97/sites/50/2021/03/16168899164142.jpg?w=720&quality=80&strip=all)
Actress and “One Night In Miami” director Regina King looked stunning in a custom copper Oscar De La Renta dress with train and Stuart Weitzman sandals. Styled by Wayman + Micah, this might be our favorite Regina King look this award season.
2. Tracee Ellis Ross
We can always count on Tracee Ellis Ross to take a bold fashion risk on the red carpet. Wearing Schiaparelli, Ross dazzled with a golden bird adorning her hair and white platform shoes out of this world.
3. Angela Bassett
The queen Angela Bassett gave us a fashion moment with her big hair and silky Graham Cruz gown with a gold waist-belt that resembled a crown.
4. Jurnee Smollett
![Jurnee Smollett](https://hellobeautiful.com/wp-content/uploads/sites/97/sites/50/2021/03/16169515380032.jpg?w=720&quality=80&strip=all)
We’ve been obsessing over Jurnee Smollett’s style since “Lovecraft Country” and she did not disappoint us with her Image Awards look. Smollett wore Alexandre Vauthier with a sleek bob perfect for Spring.
5. Issa Rae
![Issa Rae](https://hellobeautiful.com/wp-content/uploads/sites/97/sites/50/2021/03/16169515111741.jpg?w=720&quality=80&strip=all)
Issa Rae knows how to give us a white moment. The “Insecure” creator, who won two Image Awards, wore a heavenly flowing Prada gown with jeweled embellishments. Jason Rembret can do no wrong. Her hair was laid by natural hair guru Felicia Leatherwood.
6. Cynthia Erivo
![Cynthia Erivo](https://hellobeautiful.com/wp-content/uploads/sites/97/sites/50/2021/03/16169515203267.jpg?w=720&quality=80&strip=all)
Award season fashion darling, Cynthia Erivo, stayed consistent with her stylist Jason Bolden to create her Lanvin look.
7. Alicia Keys
![Alicia Keys](https://hellobeautiful.com/wp-content/uploads/sites/97/sites/50/2021/03/1616951494964.jpg?w=720&quality=80&strip=all)
Alicia Keys admitted she likes her sneakers more, but sis was all glammed up for Image Awards in a sultry black Versace dress. And, the baby hairs were laid too.
8. Anthony Anderson
![Anthony Anderson](https://hellobeautiful.com/wp-content/uploads/sites/97/sites/50/2021/03/16169515486518.jpg?w=720&quality=80&strip=all)
Host Anthony Anderson wore a custom suit and shoes by Magnanni. To complete the look, he wore David Yurman Men, Boucheron, and Omega jewels and accessories.
9. Marsai Martin
![Marsai Martin](https://hellobeautiful.com/wp-content/uploads/sites/97/sites/50/2021/03/16168924528507.jpg?w=720&quality=80&strip=all)
Our favorite fashionable young media mogul in the making, Marsai Martin, wore a daring black Christian Siriano dress with couture feather details. Marsai was styled by Jason Rembert and her hair was laid by Alexander Armand.
10. Novi Brown
![Novi Brown](https://hellobeautiful.com/wp-content/uploads/sites/97/sites/50/2021/03/16168899937071.jpg?w=720&quality=80&strip=all)
“Sistas” star Novi Brown wore her first couture gown by Ivy Showroom to the Image Awards with hair, by hair poet Fesa Noel, that defied gravity.
11. Brandee Evans
![Brandee Evans](https://hellobeautiful.com/wp-content/uploads/sites/97/sites/50/2021/03/16168924244031.jpg?w=720&quality=80&strip=all)
“P-Valley” star Brandee Evans was a walking art exhibit with her artistic hair and gown.
12. Folake Olowofoyeku
![Folake Olowofoyeku](https://hellobeautiful.com/wp-content/uploads/sites/97/sites/50/2021/03/16168952785978.jpg?w=720&quality=80&strip=all)
“Bob Hearts Abishola” actress Olowofoyeku looked like royalty in a dark belted gown with floral print.
13. Janelle Monae
Janelle Monae’s asymmetrical high top hair was the perfect cut for her geometric Christian Siriano dress.