Photo by Anthony Ghnassia/Getty Images for Dior HommeFashion / FeatureFashion / FeatureFashion Killa: Revisit A$AP Rocky’s most iconic outfitsThis November, the rapper will receive the Fashion Icon Award at the 2025 CFDAs – to celebrate, we look back at some of his best looksShareLink copied ✔️October 23, 2025October 23, 2025Text Isobel Van Dyke A$AP Rocky’s greatest looks It’s been 12 years since A$AP Rocky released “Fashion Killa”, with a video featuring fashion’s favourite popstar, Rihanna. They may not have been dating at the time, but fast forward to 2025 and the couple have just welcomed baby number three. Not only that, the rapper is now a veteran “fashion killa” – as announced today, Rocky is due to receive the Fashion Icon Award at the 2025 CFDAs. And it’s about time. Since first catching our attention back in 2011 with his debut mixtape, Live.Love.A$AP, the Harlem-born artist has consistently proved himself as passionate about fashion as he is about music. In the music video for his 2011 track “Wassup” he wears Comme des Garçons, Y-3, and Raf Simons, while shaping modern streetwear as we know it. “I’m going to be a fashion icon in a minute,” he told GQ back in 2012. “I mix streetwear with high fashion. It’s never been seen before.” He’s been loyal to Dior since the days of Kris Van Assche, has catapulted several streetwear labels into the mainstream (Hood By Air, Needles and even Supreme), and has been growing his own brand, AWGE, since 2014. It was announced earlier this spring that A$AP would be Ray-Ban’s first ever creative director, while he continues to work alongside brands such as Moncler and Puma. A$AP Rocky and Rihanna at Jonathan Anderson’s debut Dior Homme show during Paris Fashion Week Men’s SS26Photo by Anthony Ghnassia/Getty Images for Dior Homme “I’ve been into fashion since birth,” he told Interview magazine in 2012. “I grew up in the ’hood, and everybody in the ’hood wants to compensate for being in poverty, so they want to look good to keep themselves up. That’s been embedded in me. My father, he kept me in the Jordans and Guess stuff and all that other shit, so it was just like I grew up on that fashion shit.” Erykah Badu was the recipient of last year’s CFDA Fashion Icon award, with past winners including Naomi Campbell, Beyoncé, Pharrell Williams and Lenny Kravitz. Rihanna picked up her icon award back in 2014, draped in one of her most famous looks to date: that glittering Swarovski gown and fur shawl. Now, both parents of Riot, RZA and Rocki will be certified fashion icons (and if the kids’ recent custom Dior looks are anything to go by, they’re already the best dressed children on the planet). It’s high time A$AP Rocky was recognised for his services to the industry, and his outfit come November 3 will no doubt be one for the fashion history books. Scroll through the gallery above to take a look back on A$AP Rocky’s greatest looks. Escape the algorithm! Get The DropEmail address SIGN UP Get must-see stories direct to your inbox every weekday. Privacy policy Thank you. You have been subscribed Privacy policy Expand your creative community and connect with 15,000 creatives from around the world.TrendingThings To Come: Porn saves the world in Maja Malou Lyse’s ‘bimbo sci-fi’The Danish artist’s new show premieres at the 2026 Venice Biennale – here, she discusses her fictional future where ‘porn stars rule the world’ and how it reflects our relationship with images todayArt & PhotographyLife & CultureIs Gen Z the most psychic generation yet? PolaroidArt & PhotographyThree Dazed Clubbers on documenting a complete digital detoxBeautyNude awakening: Meet the young people embracing naturismFashionElla Devi is the 18-year-old fashion intern pissing off Trump’s AmericaLife & CultureThe case for wiping your Instagram gridBeauty10 of the hottest Instagram accounts fusing art, sex and eroticaBeautyHoroscopes May 2026: It’s a money month, so expect a surprise windfallFashionHow Indian designer Diya Joukani became the coolest girl on the internetEscape the algorithm! Get The DropEmail address SIGN UP Get must-see stories direct to your inbox every weekday. Privacy policy Thank you. You have been subscribed Privacy policy