When: 2019

One of the reasons ASAP Rocky is held in such regard for style is his ability to seamlessly transition between streetwear and runway-ready looks. This particular night, Rocky opted for the latter to attend the 2019 Pre-Grammy Gala. He showed up to the Beverly Hilton Hotel dressed head-to-toe in an oversized pink suit ripped straight off the runway of Jonathan Anderson’s inaugural Loewe show at Fall/Winter 2019 Paris Fashion Week, Men’s. Rocky put his own twist on the look by tucking in only one side of his white shirt.