last decade, and what's got him laughing is a Coachella get-up from 2017: Gucci ski goggles, vintage tee, satchel from Kapital, the culty Japanese brand he helped bring to the forefront of men’s fashion. (In the bag? Weed, jewelry, and more weed.)

Stylistically, Rocky doesn’t miss very often. Infrequently enough that it’s an anomaly when he does, and a memorable one at that. Over the course of our conversation, Flacko breaks down his stylistic evolution, from his not-so humble origins as a fashion killer wearing head-to-toe Pyrex Vision (a precursor to the brand that would become Off-White), to his current status as a global superstar in oversized Loewe tailoring.

One less-wild linchpin of his style? A fresh pair of Jordans. Flacko sticks almost exclusively to 1s and 4s, two downright iconic mainstays of modern sneaker design. Rocky is a style savant of the highest order, the type of dresser who seems to intuitively understand where the menswear zeitgeist is headed next. When others zig, he zags. (And then makes others wish they zagged, too.) And while he's not the first to favor Jordan 1s and 4s, he's committed to them in a way few others can boast.

Watch the whole segment to see how Rocky feels about his style hits and misses, then scoop yourself a Rocky-approved pair of Js to borrow some of his inimitable cover-star swagger—and avoid any regretful fits of your own in the future.