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 Dia Dipasupil/Getty Images)
“I prefer stress-free outfits,” Issa recently told Marie Claire. “When I’m in creative mode, I don’t like to think too much about what I’m wearing, so I’m very much into jeans and t-shirts. I have a slew of these form-fitting, long-sleeve shirts that I can wear with any jeans, so I don’t have to think about it while I’m out for the day. I’ve gotten better at knowing what works for me—what looks good on my body type and what makes me feel most confident. It all goes hand in hand. Feeling good makes me more inclined to take risks and, you know, play around with my style because that’s part of the fun. Fashion is about how you present yourself to the world, so I ask myself that question every day. I want that to be reflected and to feel confident in who I am.”
