When: 2018 
Key Pieces: Dad hats, trippy streetwear, and basics

One of the most difficult moments of Kanye West’s career came right around the release of Ye. After Kanye West was hospitalized due to a psychiatric emergency, the rapper began spending more time between his quiet homes in Calabasas, California and Cody, Wyoming. This was when we saw Kanye reel back a little and wear calmer garments. Pieces like Brain Dead T-shirts or sweatpants with comfy Yeezy Adidas sneakers. He frequently wre dad hats with nothing but a simple button-up shirt or a zip-up hoodie. When Kanye did show up to large public events, like Virgil Abloh’s first Louis Vuitton show or the release party for Ye, he brightened up his fits with bold graphic long sleeves that featured unique art with a DIY aesthetic. But even in the winter, when folks really start dressing, Kanye kept it minimal. He would come out wearing something like a shearling Yeezy coat with just a basic black sweatshirt, jeans, and a pair of white sneakers. Although Kanye didn’t exactly wear his most memorable outfits during this period, and is likely more remembered for donning a red MAGA hat than anything, he managed to still develop a style that was uniquely his own.—Lei Takanashi