Issa Rae’s Most Iconic Beauty Looks

Mike Coppola/MG25/Getty Images for The Met Museum/Vogue By Shalwah Evans ·Updated January 12, 2026 < /> Getting your Trinity Audio player ready…

Issa Rae’s beauty is far from insecure. Since 2011, she’s produced the HBO series Insecure, starred in a number of films, including as “President Barbie” in Barbie, and even launched a haircare line, Sienna Naturals. Much like her beauty on screen—her big barrel curls and purple lip in Barbie, for one—Rae’s red carpet and front row looks are just as confident as in her performances.

At the 2024 Fashion Awards, the doe-eyed actress and producer won the Pandora Leader of Change Award in an old Hollywood curl, extra-long lashes, and brown French tips (she favors an oval shape.) Her cheekbones, like at the Off-White Spring 2025 show, are lifted by her sweet smile often adorned with mocha glazed lips to match her powdered shadows.

At both the Vanity Fair Oscars Party and Alexandre Mattiussi SS 2025 show, Rae’s half-braided updo proved to be her signature. Meanwhile, slicked back buns are not far behind (as seen at the 75th Primetime Emmy Awards) which draw attention to her matte skin moments.

In one of her most recent moments, she attended the Met Gala in a half-braided afro with muted liner and lashes. In honor of Issa Rae’s 41st birthday, take a look back at her best beauty moments in the recent past.

2025 Met Gala NEW YORK, NEW YORK – MAY 05: Issa Rae attends the 2025 Met Gala Celebrating “Superfine: Tailoring Black Style” at Metropolitan Museum of Art on May 05, 2025 in New York City.(Photo by Mike Coppola/MG25/Getty Images for The Met Museum/Vogue) CHANEL Women’s Filmmaker Program Cocktail NEW YORK, NEW YORK – SEPTEMBER 18: Issa Rae, wearing CHANEL, attends Through Her Lens: The Tribeca CHANEL Women’s Filmmaker Program Cocktail at Greenwich Hotel on September 18, 2025 in New York City. (Photo by Dimitrios Kambouris/WireImage) 2025 US Open NEW YORK, NY – SEPTEMBER 2: Issa Rae is seen on Day 10 of the 2025 US Open Tennis Championships at USTA Billie Jean King National Tennis Center on September 2, 2025 in Flushing Meadows, Queens, New York City.(Photo by XNY/Star Max/GC Images) ESSENCE Black Women In Hollywood Awards LOS ANGELES, CALIFORNIA – FEBRUARY 27: Issa Rae attends the 2025 ESSENCE Black Women In Hollywood Awards at Fairmont Century Plaza on February 27, 2025 in Los Angeles, California. (Photo by Aliah Anderson/WireImage) The Fashion Awards 2024 LONDON, ENGLAND – DECEMBER 02: Issa Rae, winner of The Pandora Leader of Change Award, poses backstage at The Fashion Awards 2024 presented by Pandora at Royal Albert Hall on December 2, 2024 in London, England. (Photo by Dave Benett/Getty Images) 2024 US Open NEW YORK, NEW YORK – SEPTEMBER 07: Issa Rae attends the 2024 US Open at USTA Billie Jean King National Tennis Center on September 07, 2024 in New York City. (Photo by Marleen Moise/Getty Images) Off-White RTW Spring 2025 Issa Rae at Off-White RTW Spring 2025 as part of New York Ready to Wear Fashion Week held at the Brooklyn Bridge Park on September 8, 2024 in New York, New York.(Photo by Gilbert Flores/WWD via Getty Images) Alexandre Mattiussi Menswear Spring/Summer 2025 PARIS, FRANCE – JUNE 20: (EDITORIAL USE ONLY – For Non-Editorial use please seek approval from Fashion House) Issa Rae attends the AMI – Alexandre Mattiussi Menswear Spring/Summer 2025 show as part of Paris Fashion Week on June 20, 2024 in Paris, France. (Photo by Julien M. Hekimian/Getty Images) 2024 Vanity Fair Oscar Party BEVERLY HILLS, CALIFORNIA – MARCH 10: Issa Rae attends the 2024 Vanity Fair Oscar Party Hosted By Radhika Jones at Wallis Annenberg Center for the Performing Arts on March 10, 2024 in Beverly Hills, California. (Photo by Daniele Venturelli/Getty Images) 96th Annual Academy Awards HOLLYWOOD, CALIFORNIA – MARCH 10: Issa Rae attends the 96th Annual Academy Awards on March 10, 2024 in Hollywood, California. (Photo by Mike Coppola/Getty Images) 75th Primetime Emmy Awards LOS ANGELES, CALIFORNIA – JANUARY 15: Issa Rae attends the 75th Primetime Emmy Awards at Peacock Theater on January 15, 2024 in Los Angeles, California. (Photo by Frazer Harrison/Getty Images) Marni Womenswear Spring/Summer 2024 show PARIS, FRANCE – SEPTEMBER 27: (EDITORIAL USE ONLY – For Non-Editorial use please seek approval from Fashion House) Issa Rae attends the Marni Womenswear Spring/Summer 2024 show as part of Paris Fashion Week on September 27, 2023 in Paris, France. (Photo by Pascal Le Segretain/Getty Images) 2023 photo call for Barbie LOS ANGELES, CALIFORNIA – JUNE 25: Issa Rae attends the press junket and photo call For “Barbie” at Four Seasons Hotel Los Angeles at Beverly Hills on June 25, 2023 in Los Angeles, California. (Photo by Jon Kopaloff/Getty Images) 2023 photo call for Barbie LONDON, ENGLAND – JULY 12: Issa Rae attends a photocall for “Barbie” at the London Eye on July 12, 2023 in London, England. (Photo by David M. Benett/Jed Cullen/Dave Benett/WireImage) 54th NAACP Image Awards PASADENA, CALIFORNIA – FEBRUARY 25: Issa Rae attends the 54th NAACP Image Awards at Pasadena Civic Auditorium on February 25, 2023 in Pasadena, California. (Photo by Frazer Harrison/Getty Images) 29th Annual ELLE Women in Hollywood Celebration LOS ANGELES, CALIFORNIA – OCTOBER 17: Issa Rae attends the 29th Annual ELLE Women in Hollywood Celebration on October 17, 2022 in Los Angeles, California. (Photo by Jon Kopaloff/WireImage,) EBONY Power 100 LOS ANGELES, CALIFORNIA – OCTOBER 29: Issa Rae attends EBONY Power 100 at Milk Studios Los Angeles on October 29, 2022 in Los Angeles, California. (Photo by Leon Bennett/Getty Images for EBONY MEDIA GROUP) 01Issa Rae Rocks The Hair And Makeup We Want Axelle/Bauer-Griffin/FilmMagic 02Issa Rae Rocks The Hair And Makeup We Want John Lamparski/WireImage 03Issa Rae Rocks The Hair And Makeup We Want Taylor Hill/Getty Images 04Issa Rae Rocks The Hair And Makeup We Want Taylor Hill/FilmMagic 05Issa Rae Rocks The Hair And Makeup We Want Leon Bennett/Getty Images) 06Issa Rae Rocks The Hair And Makeup We Want Taylor Hill/WireImage 07Issa Rae Rocks The Hair And Makeup We Want Amanda Edwards/WireImage 08Issa Rae Rocks The Hair And Makeup We Want Dia Dipasupil/Getty Images for BET 09Issa Rae Rocks The Hair And Makeup We Want David Crotty/Patrick McMullan via Getty Images 10Issa Rae Rocks The Hair And Makeup We Want FilmMagic/FilmMagic for HBO 11Issa Rae Rocks The Hair And Makeup We Want Tommaso Boddi/Getty Images 12Issa Rae Rocks The Hair And Makeup We Want Amanda Edwards/WireImage 13Issa Rae Rocks The Hair And Makeup We Want Jerod Harris/Getty Images 14Issa Rae Rocks The Hair And Makeup We Want Taylor Hill/Getty Images 15Issa Rae Rocks The Hair And Makeup We Want Frazer Harrison/Getty Images 16Issa Rae Rocks The Hair And Makeup We Want Gregg DeGuire/WireImage 17Issa Rae Rocks The Hair And Makeup We Want Jeff Kravitz/FilmMagic For HBO 18Issa Rae Rocks The Hair And Makeup We Want Amy Sussman/Getty Images 19Issa Rae Rocks The Hair And Makeup We Want Adam Pantozzi/NBAE via Getty Images 20Issa Rae Rocks The Hair And Makeup We Want Paul Archuleta/FilmMagic TOPICS:  best beauty looks Issa Rae

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