A guide to ASAP Rocky’s experimental personal style

The rapper's boundary pushing looks prove he's the real fashion killa

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The rapper's boundary pushing looks prove he's the real fashion killa

By Sophie Lou Wilson07 Sep 2023
5 mins read time
5 mins read time

ASAP Rocky was dating supermodel Chanel Iman when he released ‘Fashion Killa’ in 2013, but the track, which name drops luxury fashion brands from Ann Demeulemeester to Helmut Lang, could really be about any of his girlfriends, or about the rapper himself. Since starting a relationship with Rihanna in 2020, the pair have dropped some of the most iconic couples fits of all time. ASAP is undoubtedly one of the best dressed men in music, perhaps only tying for first place with Kendrick Lamar.

Like Rihanna, ASAP isn’t afraid to push boundaries, and that’s what makes his style so fresh and exciting. From his fierce on stage looks and extensive sneaker collection to his hip hop hype beast moments and dressed down dadcore fits, you never know what's coming next. Below, we take a look at some of ASAP's best looks over the years and how you can get them.

sports style

Photo by Ollie Millington/WireImage

When ASAP Rocky played Brixton Academy in 2013, his outfit was a checklist of some of the buzziest streetwear brands at the time. He wore white basketball shorts and socks from Pyrex Vision, Virgil Abloh’s first venture, which he shuttered when he founded Off-White. ASAP styled them with a matching cap, Hood By Air long-sleeved tee and classic Nike Air Force 1s which were big with fashion influencers on Tumblr in the early 2010s. This outfit really did capture a moment in time.

on fire

ASAP Rocky performs at his 'Injured Generation' tour
Photo by Stephen Maturen/Getty Images

By the time of his 2018 ‘Injured Generation’ tour, ASAP Rocky's style had grown up. This tour gave him the perfect stage to flex his fashion best. Stepping out in a matching Prada set with flame print pants, he completed the look with a classic pair of Air Jordan 1s and a test dummy-inspired ski mask. Fire!


ASAP Rocky in Manhattan, November 2021
Photo by Robert Kamau/GC Images

ASAP Rocky officially became a dad in May 2022, but he started rocking dadcore fits in the months leading up to the birth of his first child. Dress for the job you want! Here, he's captured out and about in Manhattan in November 2021. This look is giving '90s dad, but make it fashion. He pairs an oversized jacket cut like a shirt over an actual shirt and tie with diamond print denim with a classic pair of adidas Sambas given a modern update courtesy of the neon green laces. Plus, the chunky army print gloves go hard. Bring on winter style.

off duty

ASAP Rocky in Manhattan, July 2022
Photo by Robert Kamau/GC Images

In July 2022, ASAP Rocky went for another laid back look in a Charlatans band tee, baggy denim and casual sneakers. It's the kind of outfit you'd wear to pop out to the shops, but ASAP makes sure to accessorise it with reflective shades, jewellery and a chunky belt to guarantee it's still a style statement.

lagerfeld realness

ASAP Rocky at the 2023 Met Gala
Photo by Jeff Kravitz/FilmMagic

At this year’s Met Gala, ASAP Rocky was one of the few male attendees who understood the assignment. His look for the 'Karl Lagerfeld: A Line Of Beauty' themed event was inspired by an outfit Lagerfeld wore to Chanel's 2004 runway show in Tokyo. The custom Gucci ensemble is finished with a pair of dark sunglasses, – also a nod to Lagerfeld – a silver brooch, steel-tip boots, Boucheron jewellery, a leather glove and three Gucci belts.

gucci gucci

Photo by Jacopo M. Raule/Getty Images for Gucci

ASAP Rocky has starred in several Gucci campaigns, most recently alongside Julia Garner and Elliot Page. For their AW23 show back in February, ASAP sat front row in this suave tailored ensemble, a more gender fluid take on traditional suiting. He posed with an equally well dressed Maneskin in one of the best celebrity pics from last season’s Milan Fashion Week. Icons only.

joint slay

Photo by Axelle/Bauer-Griffin/FilmMagic

ASAP Rocky and Rihanna might just be the best dressed couple ever. They have their twinning style down, often opting for looks that match or complement each other. Like at the Black Panther: Wakander Forever premiere, for example. Here, they prove that beige is anything but boring. ASAP wears a utility denim two-piece with a matching train to complement Rihanna's sequin strapless gown. Couples that dress together stay together.

cosy boy

Photo by Sean Zanni/Patrick McMullan via Getty Images

The definition of fashionably late. At the 2021 Met Gala, Rihanna and ASAP Rocky showed up late in outfits that looked like they were wrapped up in their duvets, which is how I wish I could show up at most events tbh. The multi-coloured patchwork quilt that ASAP wore actually belonged to somebody's great grandmother and had been donated to charity. The Met might be known as a stage to flaunt the most extravagant designer gowns, but ASAP proved that sometimes thrifted can be just as glam.

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