Issa Rae Is the Queen of Casual Style on Insecure and These Outfits Prove It

From the moment I started watching Insecure, I was drawn not only to the relatable characters, but I also found myself patiently waiting to see what Issa Rae would wear on each episode. She's the co-creator of the hit HBO show and plays lead character as well. In case you need a little refresher, the show centers around Issa's life as she deals with finding love, figuring out her career, and dealing with friendships in Los Angeles.

With the start of season four, we decided to take a look back at Issa's style evolution throughout the show. Overall, Issa's wardrobe on the show is full of pieces that feature bold prints and colorful patterns. There are also a ton of vintage pieces like old Levi's acid-washed jeans, printed blazers, and political tees.

As the seasons progress, not only does Issa's character mature, but her style does as well. For season three, Issa tapped former fashion editor Shiona Turini to join the show as a costume designer after working with her on a magazine shoot. As Issa's character develops, you'll also notice a few changes with her wardrobe choices. Since Shiona joined the show, we've seen Issa's character wear a mix of vintage pieces with elevated ones from labels like Monse, Isabel Marant, and Acne Studios. Keep reading to see some of Issa's best style moments throughout Insecure ahead.



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