February 24, 2017

The Insecure actress, who once favored leather jackets and tees, arrived to Essence's Black Women in Hollywood event yesterday in a truly glamorous gown. One that we undoubtedly can add to our beloved Naked Dress gallery.

Amanda Edwards/Getty

Welcome to "Who Won Fashion Today," where we award the boldest, best dressed person of the day. Winning fashion doesn't necessarily mean you're wearing the most expensive, trendiest, or prettiest dress. Rather, we reward risk-takers—those that stay true to their personal style and make us go, "Now THAT is a LEWK.”

Ruthie Friedlander
Feb 24, 2017 @ 10:30 am

What does it take to stand out at one of the most star-studded events of the calendar year? Ask Issa Rae.

The Insecure actress, who once favored leather jackets and tees, arrived to Essence's Black Women in Hollywood event  yesterday in a truly glamorous gown by Francesca Miranda. One that we undoubtedly can add to our beloved Naked Dress gallery.

RELATED: Janelle Monáe Teaches the LBD a Lesson

Rae has been on a fashion rampage since the Golden Globes thanks to her stylist, Ayana, who has put her in fitted, Hollywood-glad looks all awards season long.

So you win fashion today, Ms. Rae. You AND your naked dress.

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