Why A$AP Rocky is A Fashion Icon – Charm

There’s a reason A$AP Rocky has become such a fixture in the fashion industry—and it’s not just his very well-dressed partner. The musician has fronted numerous magazine covers, sits front row at fashion shows ranging from Bottega Veneta to Dior, and collaborates with some of the biggest brands at all levels of the industry including Puma, Moncler, Ray-Ban, and Marine Serre. This year, Rocky co-chaired the 2025 Met Gala, which was fittingly themed “Superfine: Tailoring Black Style.” He is an exemplar of the modern dandy—it’s his strong sense of personal style that has wooed fashion executives and consumers alike.

The fashion icon’s style can’t really be categorized. He loves a cool mix of preppy tailoring contrasted with elements of work and street wear. He’s not afraid to combine feminine silhouettes and accessories with his more classically masculine pieces. Nor does he shy away from the occasional trendy item, still worn with his signature aplomb, of course—he was one of the first to sport Celine’s reissued Phantom bag. But nothing’s ever too serious. The star loves a dusting of sartorial irony, but he’s always in on the joke. (Of course, it doesn’t hurt that he’s met his sartorial match in Rihanna—and that they’re now passing their abilities on to the next generation.)

At tonight’s annual CFDA Fashion Awards, Rocky will receive this year’s Fashion Icon Award. He joins the ranks of past winners including Erykah Badu, Lenny Kravitz, Zendaya, and, lest we forget, Rihanna. Ahead, we’ve rounded up his best looks over the years. Whether he’s attending the Miu Miu show in a custom ensemble or dashing to Carbone wearing jeans and a bubblegum pink Bottega bag, Rocky always embraces all that fashion has to offer.