On Feeling Beautiful

The Insecure star shared that she didn’t feel beautiful until visiting Senegal at 16-17. Seeing people who looked like her was life-changing. “What I look like was the beauty standard was life-changing.” She went on to say, “LA was not the place to feel beautiful, I will say that.”

On Her Hair Relationship Evolution 

Issa transitioned from seeing her natural hair as a “burden” to embracing it after seeing more natural hair representations in college. She cut it all off to promote Awkward Black Girl and encourages others to do the same at least once because it changed her life. Issa proclaimed, “It really frees you of your hair expectations in a lot of ways.” The actress continued, “Being free was a feeling I had never felt before.”

Miss Coco Chanel once said, “A woman who cuts her hair is about to change her life.” A fresh haircut's transformative power can create a sense of confidence and a sharp new look, symbolizing new beginnings. This sentiment is echoed in Coco Chanel's famous quote, highlighting the profound impact of a well-executed hairstyle.

When it comes to the natural hair moments on Insecure, Issa’s collaboration with Felicia Leatherwood was everything. Together, they created iconic natural hair moments for the show even when Issa had three inches of hair.

On Advocating for Herself 

She has learned to advocate for herself but admits she sometimes overdoes it. “Sometimes I advocate a little too hard and have to fall back… I know I’m not always right.” With having one opportunity to get it right, she holds it dearly while she also sees the power of collaboration.

On Her Movie 'One of Them Days'

SZA and Keke Palmer’s roles stood out in the trailer dropped a few weeks ago. Issa shared, “SZA was a muse for Insecure. Keke can make anything entertaining… I have a new respect for her.” She calls their chemistry “funny as fuck” and “immediately amazing.” She can’t wait for people to see them together.

On Style Evolution 

The LA native recognizes that she has become more aware and intentional about her style choices over time. Issa Rae's red carpet style is anything but safe. She's known for her bold prints, statement heels, and a particular fondness for jumpsuits. Over the years, Rae has graced events in show-stopping pieces by top designers.

Memorable looks include a frilled Off-White dress at the 2017 MTV Movie & TV Awards, a custom Pyer Moss jumpsuit adorned with 180,000 Swarovski crystals at the 2018 CFDA Awards (where she also broke ground as the first Black female host), and a stunning icy blue Vera Wang jumpsuit at the 70th Annual Emmy Awards. The woman is a star in every way.

On Skincare Routine 

Issa recently had skin tags removed, aiding her “poreless” complexion. “I wasn’t always a ‘sunscreen girly.’ ” Her current skincare routine includes hyaluronic acid, Vitamin C serum, and her favorite product, Dewtopia by Ole Henrikson.

On Work and Self-Care

It’s no secret that Issa loves working but she shared that she honors self-care through baths, time with friends, and random outings. And on the drinking and smoking front, she says that she’s much more of a sipper than a smoker… very different from Issa Dee.

On Privacy and Boundaries 

Protecting her privacy is a part of her self-care. She believes it’s important to keep things private and precious. “Being able to know that this is mine and nobody else’s,” is what serves her most. We saw this actualize when she popped out with a whole husband and we had no clue. But we get it because sometimes you have to protect what you hold dear when you’re in the spotlight. Issa also believes that other people are significantly more interesting than her.

On Burnout 

Issa has gotten better at taking time off but admits struggles with burnout.“Sometimes unhealthily in terms of shutting down. It manifests as powering through, which is also really unhealthy.” She now has one day a week where she does absolutely nothing.

Watch her interview with Brooke in full below:

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